From da681fef6ba365432b4fd78d6145f09819f40a54 Mon Sep 17 00:00:00 2001
From: "copilot-swe-agent[bot]" <198982749+Copilot@users.noreply.github.com>
Date: Fri, 20 Feb 2026 22:43:12 +0000
Subject: [PATCH 01/10] Initial plan


From 291bf9b79ed9f9897dfbb9f8f4c2b3e4a7322fa6 Mon Sep 17 00:00:00 2001
From: "copilot-swe-agent[bot]" <198982749+Copilot@users.noreply.github.com>
Date: Fri, 20 Feb 2026 22:56:20 +0000
Subject: [PATCH 02/10] Fix verbose extension error output and add update check
 for failed extensions

Co-authored-by: hemarina <104857065+hemarina@users.noreply.github.com>
---
 cli/azd/cmd/middleware/extensions.go          | 63 ++++++++++++++++++-
 cli/azd/extensions/azure.ai.agents/go.mod     |  2 +-
 .../extensions/microsoft.azd.concurx/go.mod   |  2 +-
 .../extensions/microsoft.azd.concurx/go.sum   | 33 +++++++++-
 4 files changed, 95 insertions(+), 5 deletions(-)

diff --git a/cli/azd/cmd/middleware/extensions.go b/cli/azd/cmd/middleware/extensions.go
index ef36a6eff0b..be910ce8972 100644
--- a/cli/azd/cmd/middleware/extensions.go
+++ b/cli/azd/cmd/middleware/extensions.go
@@ -20,6 +20,7 @@ import (
 	"github.com/azure/azure-dev/cli/azd/pkg/input"
 	"github.com/azure/azure-dev/cli/azd/pkg/ioc"
 	"github.com/azure/azure-dev/cli/azd/pkg/output"
+	"github.com/azure/azure-dev/cli/azd/pkg/output/ux"
 	"github.com/fatih/color"
 )
 
@@ -152,7 +153,7 @@ func (m *ExtensionsMiddleware) Run(ctx context.Context, next NextFn) (*actions.A
 				}
 
 				if _, err := m.extensionRunner.Invoke(ctx, ext, options); err != nil {
-					m.console.Message(ctx, err.Error())
+					log.Printf("extension '%s' invocation failed: %v", ext.Id, err)
 					ext.Fail(err)
 				}
 			}()
@@ -185,6 +186,12 @@ func (m *ExtensionsMiddleware) Run(ctx context.Context, next NextFn) (*actions.A
 	// Check for failed extensions and display warnings
 
 	if len(failedExtensions) > 0 {
+		// Check for available updates for failed extensions (best-effort, non-blocking)
+		updateWarnings := m.checkUpdatesForExtensions(ctx, failedExtensions)
+		for _, w := range updateWarnings {
+			m.console.MessageUxItem(ctx, w)
+		}
+
 		m.console.Message(ctx, output.WithWarningFormat("WARNING: Extension startup failures detected"))
 		m.console.Message(ctx, "The following extensions failed to initialize within the timeout period:")
 		for _, ext := range failedExtensions {
@@ -205,6 +212,60 @@ func (m *ExtensionsMiddleware) Run(ctx context.Context, next NextFn) (*actions.A
 	return next(ctx)
 }
 
+// checkUpdatesForExtensions checks if newer versions are available for the given extensions.
+// It refreshes the registry cache if expired, then returns update warnings for any extensions
+// that have a newer version available.
+func (m *ExtensionsMiddleware) checkUpdatesForExtensions(
+	ctx context.Context,
+	failedExts []*extensions.Extension,
+) []*ux.WarningMessage {
+	cacheManager, err := extensions.NewRegistryCacheManager()
+	if err != nil {
+		log.Printf("failed to create cache manager for update check: %v", err)
+		return nil
+	}
+
+	// Refresh the cache for each unique source (sequentially to avoid concurrent file writes)
+	seenSources := map[string]struct{}{}
+	for _, ext := range failedExts {
+		if ext.Source == "" {
+			continue
+		}
+		if _, seen := seenSources[ext.Source]; seen {
+			continue
+		}
+		seenSources[ext.Source] = struct{}{}
+		if cacheManager.IsExpiredOrMissing(ctx, ext.Source) {
+			sourceExts, err := m.extensionManager.FindExtensions(ctx, &extensions.FilterOptions{
+				Source: ext.Source,
+			})
+			if err != nil {
+				log.Printf("failed to fetch extensions for source %s: %v", ext.Source, err)
+				continue
+			}
+			if err := cacheManager.Set(ctx, ext.Source, sourceExts); err != nil {
+				log.Printf("failed to cache extensions for source %s: %v", ext.Source, err)
+			}
+		}
+	}
+
+	checker := extensions.NewUpdateChecker(cacheManager)
+
+	var warnings []*ux.WarningMessage
+	for _, ext := range failedExts {
+		result, err := checker.CheckForUpdate(ctx, ext)
+		if err != nil {
+			log.Printf("failed to check for update for %s: %v", ext.Id, err)
+			continue
+		}
+		if result.HasUpdate {
+			warnings = append(warnings, extensions.FormatUpdateWarning(result))
+		}
+	}
+
+	return warnings
+}
+
 // isDebug checks if AZD_EXT_DEBUG environment variable is set to a truthy value
 func isDebug() bool {
 	debugValue := os.Getenv("AZD_EXT_DEBUG")
diff --git a/cli/azd/extensions/azure.ai.agents/go.mod b/cli/azd/extensions/azure.ai.agents/go.mod
index a1c79f24d61..9cc76d6f3d8 100644
--- a/cli/azd/extensions/azure.ai.agents/go.mod
+++ b/cli/azd/extensions/azure.ai.agents/go.mod
@@ -18,6 +18,7 @@ require (
 	github.com/mark3labs/mcp-go v0.41.1
 	github.com/spf13/cobra v1.10.1
 	github.com/spf13/pflag v1.0.10
+	github.com/stretchr/testify v1.11.1
 	go.yaml.in/yaml/v3 v3.0.4
 	google.golang.org/genproto/googleapis/rpc v0.0.0-20251007200510-49b9836ed3ff
 	google.golang.org/grpc v1.76.0
@@ -79,7 +80,6 @@ require (
 	github.com/santhosh-tekuri/jsonschema/v6 v6.0.2 // indirect
 	github.com/sethvargo/go-retry v0.3.0 // indirect
 	github.com/spf13/cast v1.10.0 // indirect
-	github.com/stretchr/testify v1.11.1 // indirect
 	github.com/theckman/yacspin v0.13.12 // indirect
 	github.com/wk8/go-ordered-map/v2 v2.1.8 // indirect
 	github.com/xo/terminfo v0.0.0-20220910002029-abceb7e1c41e // indirect
diff --git a/cli/azd/extensions/microsoft.azd.concurx/go.mod b/cli/azd/extensions/microsoft.azd.concurx/go.mod
index 137c3e31f72..47e7842562d 100644
--- a/cli/azd/extensions/microsoft.azd.concurx/go.mod
+++ b/cli/azd/extensions/microsoft.azd.concurx/go.mod
@@ -15,6 +15,7 @@ require (
 
 require (
 	dario.cat/mergo v1.0.2 // indirect
+	github.com/AlecAivazis/survey/v2 v2.3.7 // indirect
 	github.com/Azure/azure-sdk-for-go/sdk/azcore v1.20.0 // indirect
 	github.com/Azure/azure-sdk-for-go/sdk/internal v1.11.2 // indirect
 	github.com/Masterminds/semver/v3 v3.4.0 // indirect
@@ -36,7 +37,6 @@ require (
 	github.com/davecgh/go-spew v1.1.2-0.20180830191138-d8f796af33cc // indirect
 	github.com/dlclark/regexp2 v1.11.5 // indirect
 	github.com/drone/envsubst v1.0.3 // indirect
-	github.com/eiannone/keyboard v0.0.0-20220611211555-0d226195f203 // indirect
 	github.com/erikgeiser/coninput v0.0.0-20211004153227-1c3628e74d0f // indirect
 	github.com/go-logr/logr v1.4.3 // indirect
 	github.com/go-logr/stdr v1.2.2 // indirect
diff --git a/cli/azd/extensions/microsoft.azd.concurx/go.sum b/cli/azd/extensions/microsoft.azd.concurx/go.sum
index c93961191fc..e9b7f3a7f94 100644
--- a/cli/azd/extensions/microsoft.azd.concurx/go.sum
+++ b/cli/azd/extensions/microsoft.azd.concurx/go.sum
@@ -9,6 +9,7 @@ github.com/Azure/azure-sdk-for-go/sdk/internal v1.11.2 h1:9iefClla7iYpfYWdzPCRDo
 github.com/Azure/azure-sdk-for-go/sdk/internal v1.11.2/go.mod h1:XtLgD3ZD34DAaVIIAyG3objl5DynM3CQ/vMcbBNJZGI=
 github.com/Masterminds/semver/v3 v3.4.0 h1:Zog+i5UMtVoCU8oKka5P7i9q9HgrJeGzI9SA1Xbatp0=
 github.com/Masterminds/semver/v3 v3.4.0/go.mod h1:4V+yj/TJE1HU9XfppCwVMZq3I84lprf4nC11bSS5beM=
+github.com/Netflix/go-expect v0.0.0-20220104043353-73e0943537d2/go.mod h1:HBCaDeC1lPdgDeDbhX8XFpy1jqjK0IBG8W5K+xYqA0w=
 github.com/adam-lavrik/go-imath v0.0.0-20210910152346-265a42a96f0b h1:g9SuFmxM/WucQFKTMSP+irxyf5m0RiUJreBDhGI6jSA=
 github.com/adam-lavrik/go-imath v0.0.0-20210910152346-265a42a96f0b/go.mod h1:XjvqMUpGd3Xn9Jtzk/4GEBCSoBX0eB2RyriXgne0IdM=
 github.com/alecthomas/assert/v2 v2.11.0 h1:2Q9r3ki8+JYXvGsDyBXwH3LcJ+WK5D0gc5E8vS6K3D0=
@@ -62,6 +63,7 @@ github.com/charmbracelet/x/term v0.2.1/go.mod h1:oQ4enTYFV7QN4m0i9mzHrViD7TQKvNE
 github.com/clipperhouse/uax29/v2 v2.2.0 h1:ChwIKnQN3kcZteTXMgb1wztSgaU+ZemkgWdohwgs8tY=
 github.com/clipperhouse/uax29/v2 v2.2.0/go.mod h1:EFJ2TJMRUaplDxHKj1qAEhCtQPW2tJSwu5BF98AuoVM=
 github.com/cpuguy83/go-md2man/v2 v2.0.6/go.mod h1:oOW0eioCTA6cOiMLiUPZOpcVxMig6NIQQ7OS05n1F4g=
+github.com/creack/pty v1.1.17/go.mod h1:MOBLtS5ELjhRRrroQr9kyvTxUAFNvYEK993ew/Vr4O4=
 github.com/davecgh/go-spew v1.1.0/go.mod h1:J7Y8YcW2NihsgmVo/mv3lAwl/skON4iLHjSsI+c5H38=
 github.com/davecgh/go-spew v1.1.1/go.mod h1:J7Y8YcW2NihsgmVo/mv3lAwl/skON4iLHjSsI+c5H38=
 github.com/davecgh/go-spew v1.1.2-0.20180830191138-d8f796af33cc h1:U9qPSI2PIWSS1VwoXQT9A3Wy9MM3WgvqSxFWenqJduM=
@@ -70,8 +72,6 @@ github.com/dlclark/regexp2 v1.11.5 h1:Q/sSnsKerHeCkc/jSTNq1oCm7KiVgUMZRDUoRu0JQZ
 github.com/dlclark/regexp2 v1.11.5/go.mod h1:DHkYz0B9wPfa6wondMfaivmHpzrQ3v9q8cnmRbL6yW8=
 github.com/drone/envsubst v1.0.3 h1:PCIBwNDYjs50AsLZPYdfhSATKaRg/FJmDc2D6+C2x8g=
 github.com/drone/envsubst v1.0.3/go.mod h1:N2jZmlMufstn1KEqvbHjw40h1KyTmnVzHcSc9bFiJ2g=
-github.com/eiannone/keyboard v0.0.0-20220611211555-0d226195f203 h1:XBBHcIb256gUJtLmY22n99HaZTz+r2Z51xUPi01m3wg=
-github.com/eiannone/keyboard v0.0.0-20220611211555-0d226195f203/go.mod h1:E1jcSv8FaEny+OP/5k9UxZVw9YFWGj7eI4KR/iOBqCg=
 github.com/erikgeiser/coninput v0.0.0-20211004153227-1c3628e74d0f h1:Y/CXytFA4m6baUTXGLOoWe4PQhGxaX0KpnayAqC48p4=
 github.com/erikgeiser/coninput v0.0.0-20211004153227-1c3628e74d0f/go.mod h1:vw97MGsxSvLiUE2X8qFplwetxpGLQrlU1Q9AUEIzCaM=
 github.com/fatih/color v1.18.0 h1:S8gINlzdQ840/4pfAwic/ZE0djQEH3wM94VfqLTZcOM=
@@ -99,6 +99,7 @@ github.com/gorilla/css v1.0.1 h1:ntNaBIghp6JmvWnxbZKANoLyuXTPZ4cAMlo6RyhlbO8=
 github.com/gorilla/css v1.0.1/go.mod h1:BvnYkspnSzMmwRK+b8/xgNPLiIuNZr6vbZBTPQ2A3b0=
 github.com/hexops/gotextdiff v1.0.3 h1:gitA9+qJrrTCsiCl7+kh75nPqQt1cx4ZkudSTLoUqJM=
 github.com/hexops/gotextdiff v1.0.3/go.mod h1:pSWU5MAI3yDq+fZBTazCSJysOMbxWL1BSow5/V2vxeg=
+github.com/hinshun/vt10x v0.0.0-20220119200601-820417d04eec/go.mod h1:Q48J4R4DvxnHolD5P8pOtXigYlRuPLGl6moFx3ulM68=
 github.com/hpcloud/tail v1.0.0/go.mod h1:ab1qPbhIpdTxEkNHXyeSf5vhxWSCs/tWer42PpOxQnU=
 github.com/inconshreveable/mousetrap v1.1.0 h1:wN+x4NVGpMsO7ErUn/mUI3vEoE6Jt13X2s0bqwp9tc8=
 github.com/inconshreveable/mousetrap v1.1.0/go.mod h1:vpF70FUmC8bwa3OWnCshd2FqLfsEA9PFc4w1p2J65bw=
@@ -121,8 +122,10 @@ github.com/lucasb-eyer/go-colorful v1.3.0 h1:2/yBRLdWBZKrf7gB40FoiKfAWYQ0lqNcbuQ
 github.com/lucasb-eyer/go-colorful v1.3.0/go.mod h1:R4dSotOR9KMtayYi1e77YzuveK+i7ruzyGqttikkLy0=
 github.com/mailru/easyjson v0.9.1 h1:LbtsOm5WAswyWbvTEOqhypdPeZzHavpZx96/n553mR8=
 github.com/mailru/easyjson v0.9.1/go.mod h1:1+xMtQp2MRNVL/V1bOzuP3aP8VNwRW55fQUto+XFtTU=
+github.com/mattn/go-colorable v0.1.2/go.mod h1:U0ppj6V5qS13XJ6of8GYAs25YV2eR4EVcfRqFIhoBtE=
 github.com/mattn/go-colorable v0.1.14 h1:9A9LHSqF/7dyVVX6g0U9cwm9pG3kP9gSzcuIPHPsaIE=
 github.com/mattn/go-colorable v0.1.14/go.mod h1:6LmQG8QLFO4G5z1gPvYEzlUgJ2wF+stgPZH1UqBm1s8=
+github.com/mattn/go-isatty v0.0.8/go.mod h1:Iq45c/XA43vh69/j3iqttzPXn0bhXyGjM0Hdxcsrc5s=
 github.com/mattn/go-isatty v0.0.20 h1:xfD0iDuEKnDkl03q4limB+vH+GxLEtL/jb4xVJSWWEY=
 github.com/mattn/go-isatty v0.0.20/go.mod h1:W+V8PltTTMOvKvAeJH7IuucS94S2C6jfK/D7dTCTo3Y=
 github.com/mattn/go-localereader v0.0.1 h1:ygSAOl7ZXTx4RdPYinUpg6W99U8jWvWi9Ye2JC/oIi4=
@@ -130,6 +133,7 @@ github.com/mattn/go-localereader v0.0.1/go.mod h1:8fBrzywKY7BI3czFoHkuzRoWE9C+Ei
 github.com/mattn/go-runewidth v0.0.12/go.mod h1:RAqKPSqVFrSLVXbA8x7dzmKdmGzieGRCM46jaSJTDAk=
 github.com/mattn/go-runewidth v0.0.19 h1:v++JhqYnZuu5jSKrk9RbgF5v4CGUjqRfBm05byFGLdw=
 github.com/mattn/go-runewidth v0.0.19/go.mod h1:XBkDxAl56ILZc9knddidhrOlY5R/pDhgLpndooCuJAs=
+github.com/mgutz/ansi v0.0.0-20170206155736-9520e82c474b/go.mod h1:01TrycV0kFyexm33Z7vhZRXopbI8J3TDReVlkTgMUxE=
 github.com/mgutz/ansi v0.0.0-20200706080929-d51e80ef957d h1:5PJl274Y63IEHC+7izoQE9x6ikvDFZS2mDVS3drnohI=
 github.com/mgutz/ansi v0.0.0-20200706080929-d51e80ef957d/go.mod h1:01TrycV0kFyexm33Z7vhZRXopbI8J3TDReVlkTgMUxE=
 github.com/microcosm-cc/bluemonday v1.0.27 h1:MpEUotklkwCSLeH+Qdx1VJgNqLlpY2KXwXFM08ygZfk=
@@ -175,6 +179,7 @@ github.com/stretchr/objx v0.4.0/go.mod h1:YvHI0jy2hoMjB+UWwv71VJQ9isScKT/TqJzVSS
 github.com/stretchr/objx v0.5.0/go.mod h1:Yh+to48EsGEfYuaHDzXPcE3xhTkx73EhmCGUpEOglKo=
 github.com/stretchr/objx v0.5.2 h1:xuMeJ0Sdp5ZMRXx/aWO6RZxdr3beISkG5/G/aIRr3pY=
 github.com/stretchr/objx v0.5.2/go.mod h1:FRsXN1f5AsAjCGJKqEizvkpNtU+EGNCLh3NxZ/8L+MA=
+github.com/stretchr/testify v1.6.1/go.mod h1:6Fq8oRcR53rry900zMqJjRRixrwX3KX962/h/Wwjteg=
 github.com/stretchr/testify v1.7.1/go.mod h1:6Fq8oRcR53rry900zMqJjRRixrwX3KX962/h/Wwjteg=
 github.com/stretchr/testify v1.8.0/go.mod h1:yNjHg4UonilssWZ8iaSj1OCr/vHnekPRkoO+kdMU+MU=
 github.com/stretchr/testify v1.8.4/go.mod h1:sz/lmYIOXD/1dqDmKjjqLyZ2RngseejIcXlSw2iwfAo=
@@ -188,6 +193,7 @@ github.com/wk8/go-ordered-map/v2 v2.1.8 h1:5h/BUHu93oj4gIdvHHHGsScSTMijfx5PeYkE/
 github.com/wk8/go-ordered-map/v2 v2.1.8/go.mod h1:5nJHM5DyteebpVlHnWMV0rPz6Zp7+xBAnxjb1X5vnTw=
 github.com/xo/terminfo v0.0.0-20220910002029-abceb7e1c41e h1:JVG44RsyaB9T2KIHavMF/ppJZNG9ZpyihvCd0w101no=
 github.com/xo/terminfo v0.0.0-20220910002029-abceb7e1c41e/go.mod h1:RbqR21r5mrJuqunuUZ/Dhy/avygyECGrLceyNeo4LiM=
+github.com/yuin/goldmark v1.4.13/go.mod h1:6yULJ656Px+3vBD8DxQVa3kxgyrAnzto9xy5taEt/CY=
 github.com/yuin/goldmark v1.7.13 h1:GPddIs617DnBLFFVJFgpo1aBfe/4xcvMc3SB5t/D0pA=
 github.com/yuin/goldmark v1.7.13/go.mod h1:ip/1k0VRfGynBgxOz0yCqHrbZXhcjxyuS66Brc7iBKg=
 github.com/yuin/goldmark-emoji v1.0.6 h1:QWfF2FYaXwL74tfGOW5izeiZepUDroDJfWubQI9HTHs=
@@ -206,23 +212,46 @@ go.opentelemetry.io/otel/trace v1.38.0 h1:Fxk5bKrDZJUH+AMyyIXGcFAPah0oRcT+LuNtJr
 go.opentelemetry.io/otel/trace v1.38.0/go.mod h1:j1P9ivuFsTceSWe1oY+EeW3sc+Pp42sO++GHkg4wwhs=
 go.uber.org/atomic v1.11.0 h1:ZvwS0R+56ePWxUNi+Atn9dWONBPp/AUETXlHW0DxSjE=
 go.uber.org/atomic v1.11.0/go.mod h1:LUxbIzbOniOlMKjJjyPfpl4v+PKK2cNJn91OQbhoJI0=
+golang.org/x/crypto v0.0.0-20190308221718-c2843e01d9a2/go.mod h1:djNgcEr1/C05ACkg1iLfiJU5Ep61QUkGW8qpdssI0+w=
+golang.org/x/crypto v0.0.0-20210921155107-089bfa567519/go.mod h1:GvvjBRRGRdwPK5ydBHafDWAxML/pGHZbMvKqRZ5+Abc=
 golang.org/x/exp v0.0.0-20250911091902-df9299821621 h1:2id6c1/gto0kaHYyrixvknJ8tUK/Qs5IsmBtrc+FtgU=
 golang.org/x/exp v0.0.0-20250911091902-df9299821621/go.mod h1:TwQYMMnGpvZyc+JpB/UAuTNIsVJifOlSkrZkhcvpVUk=
+golang.org/x/mod v0.6.0-dev.0.20220419223038-86c51ed26bb4/go.mod h1:jJ57K6gSWd91VN4djpZkiMVwK6gcyfeH4XE8wZrZaV4=
 golang.org/x/net v0.0.0-20180906233101-161cd47e91fd/go.mod h1:mL1N/T3taQHkDXs73rZJwtUhF3w3ftmwwsq0BUmARs4=
+golang.org/x/net v0.0.0-20190620200207-3b0461eec859/go.mod h1:z5CRVTTTmAJ677TzLLGU+0bjPO0LkuOLi4/5GtJWs/s=
+golang.org/x/net v0.0.0-20210226172049-e18ecbb05110/go.mod h1:m0MpNAwzfU5UDzcl9v0D8zg8gWTRqZa9RBIspLL5mdg=
+golang.org/x/net v0.0.0-20220722155237-a158d28d115b/go.mod h1:XRhObCWvk6IyKnWLug+ECip1KBveYUHfp+8e9klMJ9c=
 golang.org/x/net v0.48.0 h1:zyQRTTrjc33Lhh0fBgT/H3oZq9WuvRR5gPC70xpDiQU=
 golang.org/x/net v0.48.0/go.mod h1:+ndRgGjkh8FGtu1w1FGbEC31if4VrNVMuKTgcAAnQRY=
 golang.org/x/sync v0.0.0-20180314180146-1d60e4601c6f/go.mod h1:RxMgew5VJxzue5/jJTE5uejpjVlOe/izrB70Jof72aM=
+golang.org/x/sync v0.0.0-20190423024810-112230192c58/go.mod h1:RxMgew5VJxzue5/jJTE5uejpjVlOe/izrB70Jof72aM=
+golang.org/x/sync v0.0.0-20220722155255-886fb9371eb4/go.mod h1:RxMgew5VJxzue5/jJTE5uejpjVlOe/izrB70Jof72aM=
 golang.org/x/sys v0.0.0-20180909124046-d0be0721c37e/go.mod h1:STP8DvDyc/dI5b8T5hshtkjS+E42TnysNCUPdjciGhY=
+golang.org/x/sys v0.0.0-20190215142949-d0b11bdaac8a/go.mod h1:STP8DvDyc/dI5b8T5hshtkjS+E42TnysNCUPdjciGhY=
+golang.org/x/sys v0.0.0-20190222072716-a9d3bda3a223/go.mod h1:STP8DvDyc/dI5b8T5hshtkjS+E42TnysNCUPdjciGhY=
+golang.org/x/sys v0.0.0-20201119102817-f84b799fce68/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
+golang.org/x/sys v0.0.0-20210615035016-665e8c7367d1/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.0.0-20210809222454-d867a43fc93e/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
+golang.org/x/sys v0.0.0-20220520151302-bc2c85ada10a/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
+golang.org/x/sys v0.0.0-20220722155257-8c9f86f7a55f/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.6.0/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.20.0/go.mod h1:/VUhepiaJMQUp4+oa/7Zr1D23ma6VTLIYjOOTFZPUcA=
 golang.org/x/sys v0.39.0 h1:CvCKL8MeisomCi6qNZ+wbb0DN9E5AATixKsvNtMoMFk=
 golang.org/x/sys v0.39.0/go.mod h1:OgkHotnGiDImocRcuBABYBEXf8A9a87e/uXjp9XT3ks=
+golang.org/x/term v0.0.0-20201126162022-7de9c90e9dd1/go.mod h1:bj7SfCRtBDWHUb9snDiAeCFNEtKQo2Wmx5Cou7ajbmo=
+golang.org/x/term v0.0.0-20210927222741-03fcf44c2211/go.mod h1:jbD1KX2456YbFQfuXm/mYQcufACuNUgVhRMnK/tPxf8=
 golang.org/x/term v0.38.0 h1:PQ5pkm/rLO6HnxFR7N2lJHOZX6Kez5Y1gDSJla6jo7Q=
 golang.org/x/term v0.38.0/go.mod h1:bSEAKrOT1W+VSu9TSCMtoGEOUcKxOKgl3LE5QEF/xVg=
 golang.org/x/text v0.3.0/go.mod h1:NqM8EUOU14njkJ3fqMW+pc6Ldnwhi/IjpwHt7yyuwOQ=
+golang.org/x/text v0.3.3/go.mod h1:5Zoc/QRtKVWzQhOtBMvqHzDpF6irO9z98xDceosuGiQ=
+golang.org/x/text v0.3.7/go.mod h1:u+2+/6zg+i71rQMx5EYifcz6MCKuco9NR6JIITiCfzQ=
+golang.org/x/text v0.4.0/go.mod h1:mrYo+phRRbMaCq/xk9113O4dZlRixOauAjOtrjsXDZ8=
 golang.org/x/text v0.32.0 h1:ZD01bjUt1FQ9WJ0ClOL5vxgxOI/sVCNgX1YtKwcY0mU=
 golang.org/x/text v0.32.0/go.mod h1:o/rUWzghvpD5TXrTIBuJU77MTaN0ljMWE47kxGJQ7jY=
+golang.org/x/tools v0.0.0-20180917221912-90fa682c2a6e/go.mod h1:n7NCudcB/nEzxVGmLbDWY5pfWTLqBcC2KZ6jyYvM4mQ=
+golang.org/x/tools v0.0.0-20191119224855-298f0cb1881e/go.mod h1:b+2E5dAYhXwXZwtnZ6UAqBI28+e2cm9otk0dWdXHAEo=
+golang.org/x/tools v0.1.12/go.mod h1:hNGJHUnrk76NpqgfD5Aqm5Crs+Hm0VOH/i9J2+nxYbc=
+golang.org/x/xerrors v0.0.0-20190717185122-a985d3407aa7/go.mod h1:I/5z698sn9Ka8TeJc9MKroUUfqBBauWjQqLJ2OPfmY0=
 gonum.org/v1/gonum v0.16.0 h1:5+ul4Swaf3ESvrOnidPp4GZbzf0mxVQpDCYUQE7OJfk=
 gonum.org/v1/gonum v0.16.0/go.mod h1:fef3am4MQ93R2HHpKnLk4/Tbh/s0+wqD5nfa6Pnwy4E=
 google.golang.org/genproto/googleapis/rpc v0.0.0-20251007200510-49b9836ed3ff h1:A90eA31Wq6HOMIQlLfzFwzqGKBTuaVztYu/g8sn+8Zc=

From 19b8566c70c401820e034f15b23ac69b54ad54f2 Mon Sep 17 00:00:00 2001
From: "copilot-swe-agent[bot]" <198982749+Copilot@users.noreply.github.com>
Date: Sun, 22 Feb 2026 15:23:27 +0000
Subject: [PATCH 03/10] Address review: differentiate timeout vs startup
 errors; remove network I/O from failure path

Co-authored-by: spboyer <7681382+spboyer@users.noreply.github.com>
---
 cli/azd/cmd/middleware/extensions.go | 82 +++++++++++++++-------------
 1 file changed, 43 insertions(+), 39 deletions(-)

diff --git a/cli/azd/cmd/middleware/extensions.go b/cli/azd/cmd/middleware/extensions.go
index be910ce8972..8b98384b7b2 100644
--- a/cli/azd/cmd/middleware/extensions.go
+++ b/cli/azd/cmd/middleware/extensions.go
@@ -5,6 +5,7 @@ package middleware
 
 import (
 	"context"
+	"errors"
 	"fmt"
 	"log"
 	"os"
@@ -32,6 +33,13 @@ var (
 	}
 )
 
+// extensionStartFailure captures a failed extension along with the nature of the failure.
+type extensionStartFailure struct {
+	extension *extensions.Extension
+	// timedOut is true when the failure was caused by the ready-wait context deadline being exceeded.
+	timedOut bool
+}
+
 type ExtensionsMiddleware struct {
 	extensionManager *extensions.Manager
 	extensionRunner  *extensions.Runner
@@ -104,7 +112,7 @@ func (m *ExtensionsMiddleware) Run(ctx context.Context, next NextFn) (*actions.A
 	forceColor := !color.NoColor
 	var wg sync.WaitGroup
 	var mu sync.Mutex
-	var failedExtensions []*extensions.Extension
+	var failures []extensionStartFailure
 
 	// Track total time for all extensions to become ready
 	allExtensionsStartTime := time.Now()
@@ -171,7 +179,10 @@ func (m *ExtensionsMiddleware) Run(ctx context.Context, next NextFn) (*actions.A
 
 				// Track failed extensions for warning display
 				mu.Lock()
-				failedExtensions = append(failedExtensions, ext)
+				failures = append(failures, extensionStartFailure{
+					extension: ext,
+					timedOut:  errors.Is(err, context.DeadlineExceeded),
+				})
 				mu.Unlock()
 			} else {
 				elapsed := time.Since(startTime)
@@ -185,23 +196,35 @@ func (m *ExtensionsMiddleware) Run(ctx context.Context, next NextFn) (*actions.A
 
 	// Check for failed extensions and display warnings
 
-	if len(failedExtensions) > 0 {
-		// Check for available updates for failed extensions (best-effort, non-blocking)
-		updateWarnings := m.checkUpdatesForExtensions(ctx, failedExtensions)
+	if len(failures) > 0 {
+		// Collect just the Extension pointers for the update check.
+		failedExts := make([]*extensions.Extension, len(failures))
+		for i, f := range failures {
+			failedExts[i] = f.extension
+		}
+
+		// Check for available updates using only cached data (no network requests in the failure path).
+		updateWarnings := m.checkUpdatesForExtensions(ctx, failedExts)
 		for _, w := range updateWarnings {
 			m.console.MessageUxItem(ctx, w)
 		}
 
 		m.console.Message(ctx, output.WithWarningFormat("WARNING: Extension startup failures detected"))
-		m.console.Message(ctx, "The following extensions failed to initialize within the timeout period:")
-		for _, ext := range failedExtensions {
-			m.console.Message(ctx, fmt.Sprintf("  - %s (%s)", ext.DisplayName, ext.Id))
+		m.console.Message(ctx, "The following extensions failed to initialize:")
+		for _, f := range failures {
+			m.console.Message(ctx, fmt.Sprintf("  - %s (%s)", f.extension.DisplayName, f.extension.Id))
 		}
 		m.console.Message(ctx, "")
-		m.console.Message(
-			ctx,
-			"Some features may be unavailable. Increase timeout with AZD_EXT_TIMEOUT=<seconds> if needed.",
-		)
+
+		hasTimeouts := slices.ContainsFunc(failures, func(f extensionStartFailure) bool { return f.timedOut })
+		if hasTimeouts {
+			m.console.Message(
+				ctx,
+				"Some features may be unavailable. Increase timeout with AZD_EXT_TIMEOUT=<seconds> if needed.",
+			)
+		} else {
+			m.console.Message(ctx, "Some features may be unavailable.")
+		}
 		m.console.Message(ctx, "")
 	}
 
@@ -212,9 +235,9 @@ func (m *ExtensionsMiddleware) Run(ctx context.Context, next NextFn) (*actions.A
 	return next(ctx)
 }
 
-// checkUpdatesForExtensions checks if newer versions are available for the given extensions.
-// It refreshes the registry cache if expired, then returns update warnings for any extensions
-// that have a newer version available.
+// checkUpdatesForExtensions checks if newer versions are available for the given extensions
+// using only already-cached registry data. No network requests are made; if the cache for a
+// source is expired or missing the extension is simply skipped.
 func (m *ExtensionsMiddleware) checkUpdatesForExtensions(
 	ctx context.Context,
 	failedExts []*extensions.Extension,
@@ -225,34 +248,15 @@ func (m *ExtensionsMiddleware) checkUpdatesForExtensions(
 		return nil
 	}
 
-	// Refresh the cache for each unique source (sequentially to avoid concurrent file writes)
-	seenSources := map[string]struct{}{}
-	for _, ext := range failedExts {
-		if ext.Source == "" {
-			continue
-		}
-		if _, seen := seenSources[ext.Source]; seen {
-			continue
-		}
-		seenSources[ext.Source] = struct{}{}
-		if cacheManager.IsExpiredOrMissing(ctx, ext.Source) {
-			sourceExts, err := m.extensionManager.FindExtensions(ctx, &extensions.FilterOptions{
-				Source: ext.Source,
-			})
-			if err != nil {
-				log.Printf("failed to fetch extensions for source %s: %v", ext.Source, err)
-				continue
-			}
-			if err := cacheManager.Set(ctx, ext.Source, sourceExts); err != nil {
-				log.Printf("failed to cache extensions for source %s: %v", ext.Source, err)
-			}
-		}
-	}
-
 	checker := extensions.NewUpdateChecker(cacheManager)
 
 	var warnings []*ux.WarningMessage
 	for _, ext := range failedExts {
+		// Only consult already-cached data to avoid blocking network I/O in the failure path.
+		if ext.Source == "" || cacheManager.IsExpiredOrMissing(ctx, ext.Source) {
+			continue
+		}
+
 		result, err := checker.CheckForUpdate(ctx, ext)
 		if err != nil {
 			log.Printf("failed to check for update for %s: %v", ext.Id, err)

From 7e6127d2c106ad0b40f8f63729807b9537fb5638 Mon Sep 17 00:00:00 2001
From: hemarina <hemarina@microsoft.com>
Date: Tue, 24 Feb 2026 23:16:37 -0800
Subject: [PATCH 04/10] consider pack raw error, need discussion

---
 cli/azd/cmd/middleware/extensions.go | 14 ++++++++++++++
 1 file changed, 14 insertions(+)

diff --git a/cli/azd/cmd/middleware/extensions.go b/cli/azd/cmd/middleware/extensions.go
index 8b98384b7b2..355e23a9b3f 100644
--- a/cli/azd/cmd/middleware/extensions.go
+++ b/cli/azd/cmd/middleware/extensions.go
@@ -17,6 +17,7 @@ import (
 	"github.com/azure/azure-dev/cli/azd/cmd/actions"
 	"github.com/azure/azure-dev/cli/azd/internal/grpcserver"
 	"github.com/azure/azure-dev/cli/azd/internal/tracing"
+	"github.com/azure/azure-dev/cli/azd/pkg/exec"
 	"github.com/azure/azure-dev/cli/azd/pkg/extensions"
 	"github.com/azure/azure-dev/cli/azd/pkg/input"
 	"github.com/azure/azure-dev/cli/azd/pkg/ioc"
@@ -161,7 +162,20 @@ func (m *ExtensionsMiddleware) Run(ctx context.Context, next NextFn) (*actions.A
 				}
 
 				if _, err := m.extensionRunner.Invoke(ctx, ext, options); err != nil {
+					// Log full error (including stdout/stderr) for --debug.
 					log.Printf("extension '%s' invocation failed: %v", ext.Id, err)
+
+					// Show a concise reason to the user (exit code without raw stdout/stderr).
+					var exitErr *exec.ExitError
+					if errors.As(err, &exitErr) {
+						m.console.Message(ctx, fmt.Sprintf(
+							"Extension '%s' failed to start (exit code: %d). Run with --debug for details.",
+							ext.Id, exitErr.ExitCode))
+					} else {
+						m.console.Message(ctx, fmt.Sprintf(
+							"Extension '%s' failed to start: %v",
+							ext.Id, err))
+					}
 					ext.Fail(err)
 				}
 			}()

From 37ebcb2bffd579ab8805010dcf80cf9d15743b75 Mon Sep 17 00:00:00 2001
From: hemarina <hemarina@microsoft.com>
Date: Tue, 24 Feb 2026 23:16:57 -0800
Subject: [PATCH 05/10] add case when first element is latest version

---
 cli/azd/pkg/extensions/registry_cache.go | 18 ++++++++++++++++--
 1 file changed, 16 insertions(+), 2 deletions(-)

diff --git a/cli/azd/pkg/extensions/registry_cache.go b/cli/azd/pkg/extensions/registry_cache.go
index 87b0c70342a..d3e54a64496 100644
--- a/cli/azd/pkg/extensions/registry_cache.go
+++ b/cli/azd/pkg/extensions/registry_cache.go
@@ -16,6 +16,7 @@ import (
 	"strings"
 	"time"
 
+	"github.com/Masterminds/semver/v3"
 	"github.com/azure/azure-dev/cli/azd/pkg/config"
 	"github.com/azure/azure-dev/cli/azd/pkg/osutil"
 )
@@ -181,8 +182,21 @@ func (m *RegistryCacheManager) GetExtensionLatestVersion(
 			if len(ext.Versions) == 0 {
 				return "", fmt.Errorf("extension %s has no versions", extensionId)
 			}
-			// Latest version is the last element in the Versions slice
-			return ext.Versions[len(ext.Versions)-1].Version, nil
+			// The registry may return versions in ascending or descending order.
+			// Compare the first and last elements to pick the highest version.
+			first := ext.Versions[0].Version
+			last := ext.Versions[len(ext.Versions)-1].Version
+
+			firstSv, errFirst := semver.NewVersion(first)
+			lastSv, errLast := semver.NewVersion(last)
+			if errFirst != nil || errLast != nil {
+				return "", fmt.Errorf("extension %s has no valid semver versions", extensionId)
+			}
+
+			if firstSv.GreaterThan(lastSv) {
+				return first, nil
+			}
+			return last, nil
 		}
 	}
 

From 147bcedde994dbb8529c5210c660a808b6fdc08a Mon Sep 17 00:00:00 2001
From: hemarina <hemarina@microsoft.com>
Date: Wed, 25 Feb 2026 15:13:05 -0800
Subject: [PATCH 06/10] update version check UI

---
 cli/azd/pkg/extensions/update_checker.go | 15 +++++++--------
 1 file changed, 7 insertions(+), 8 deletions(-)

diff --git a/cli/azd/pkg/extensions/update_checker.go b/cli/azd/pkg/extensions/update_checker.go
index a1da3316c68..8c4ceab2c3b 100644
--- a/cli/azd/pkg/extensions/update_checker.go
+++ b/cli/azd/pkg/extensions/update_checker.go
@@ -119,17 +119,16 @@ func FormatUpdateWarning(result *UpdateCheckResult) *ux.WarningMessage {
 
 	return &ux.WarningMessage{
 		Description: fmt.Sprintf(
-			"A new version of extension '%s' is available: %s -> %s",
-			name,
-			result.InstalledVersion,
-			result.LatestVersion,
+			"The following extensions are outdated:\n  - %s (installed: %s, latest: %s)",
+			name, result.InstalledVersion, result.LatestVersion,
 		),
 		HidePrefix: false,
 		Hints: []string{
-			fmt.Sprintf("To upgrade: %s",
-				output.WithHighLightFormat("azd extension upgrade %s", result.ExtensionId)),
-			fmt.Sprintf("To upgrade all: %s",
-				output.WithHighLightFormat("azd extension upgrade --all")),
+			fmt.Sprintf("Fix by running:\n\t%s\n\t%s",
+				output.WithHighLightFormat("azd extension update --all"),
+				output.WithHighLightFormat("azd extension update %s", result.ExtensionId)),
+			fmt.Sprintf("If you don't use these extensions, you can uninstall them:\n\t%s",
+				output.WithHighLightFormat("azd extension uninstall %s", result.ExtensionId)),
 		},
 	}
 }

From 3ddca451c87326eddad6aacef7b74b11e857cbe3 Mon Sep 17 00:00:00 2001
From: hemarina <hemarina@microsoft.com>
Date: Wed, 25 Feb 2026 16:36:24 -0800
Subject: [PATCH 07/10] fix bug for preview version

---
 cli/azd/pkg/extensions/registry_cache.go | 36 ++++++++++++++++++++----
 1 file changed, 31 insertions(+), 5 deletions(-)

diff --git a/cli/azd/pkg/extensions/registry_cache.go b/cli/azd/pkg/extensions/registry_cache.go
index d3e54a64496..3913751ee95 100644
--- a/cli/azd/pkg/extensions/registry_cache.go
+++ b/cli/azd/pkg/extensions/registry_cache.go
@@ -182,8 +182,9 @@ func (m *RegistryCacheManager) GetExtensionLatestVersion(
 			if len(ext.Versions) == 0 {
 				return "", fmt.Errorf("extension %s has no versions", extensionId)
 			}
-			// The registry may return versions in ascending or descending order.
-			// Compare the first and last elements to pick the highest version.
+
+			// Compare first and last elements to find the highest version.
+			// If the highest is a prerelease (e.g. "preview"), fall back to the second version.
 			first := ext.Versions[0].Version
 			last := ext.Versions[len(ext.Versions)-1].Version
 
@@ -193,10 +194,35 @@ func (m *RegistryCacheManager) GetExtensionLatestVersion(
 				return "", fmt.Errorf("extension %s has no valid semver versions", extensionId)
 			}
 
-			if firstSv.GreaterThan(lastSv) {
-				return first, nil
+			latest := first
+			latestSv := firstSv
+			if lastSv.GreaterThan(firstSv) {
+				latest = last
+				latestSv = lastSv
+			}
+
+			// If the highest version is a prerelease, walk through subsequent versions
+			// until we find a stable (non-prerelease) version.
+			// If all versions are prereleases, return the highest prerelease.
+			if latestSv.Prerelease() != "" && len(ext.Versions) > 1 {
+				start := 1
+				end := len(ext.Versions)
+				step := 1
+				if lastSv.GreaterThan(firstSv) {
+					// ascending order: walk backwards from second-to-last
+					start = len(ext.Versions) - 2
+					end = -1
+					step = -1
+				}
+				for i := start; i != end; i += step {
+					sv, err := semver.NewVersion(ext.Versions[i].Version)
+					if err == nil && sv.Prerelease() == "" {
+						return ext.Versions[i].Version, nil
+					}
+				}
 			}
-			return last, nil
+
+			return latest, nil
 		}
 	}
 

From 9b88ddbe18726d565313ce2a5531654926e849f8 Mon Sep 17 00:00:00 2001
From: "copilot-swe-agent[bot]" <198982749+Copilot@users.noreply.github.com>
Date: Thu, 26 Feb 2026 01:40:00 +0000
Subject: [PATCH 08/10] go mod tidy: revert unrelated extension module changes;
 fix upgrade command and prerelease version detection

Co-authored-by: hemarina <104857065+hemarina@users.noreply.github.com>
---
 .../extensions/microsoft.azd.concurx/go.mod   |  2 +-
 .../extensions/microsoft.azd.concurx/go.sum   | 33 +-----------
 cli/azd/pkg/extensions/registry_cache.go      | 51 +++++--------------
 cli/azd/pkg/extensions/update_checker.go      |  4 +-
 cli/azd/pkg/extensions/update_checker_test.go |  3 +-
 .../pkg/extensions/update_integration_test.go |  3 +-
 6 files changed, 23 insertions(+), 73 deletions(-)

diff --git a/cli/azd/extensions/microsoft.azd.concurx/go.mod b/cli/azd/extensions/microsoft.azd.concurx/go.mod
index 47e7842562d..137c3e31f72 100644
--- a/cli/azd/extensions/microsoft.azd.concurx/go.mod
+++ b/cli/azd/extensions/microsoft.azd.concurx/go.mod
@@ -15,7 +15,6 @@ require (
 
 require (
 	dario.cat/mergo v1.0.2 // indirect
-	github.com/AlecAivazis/survey/v2 v2.3.7 // indirect
 	github.com/Azure/azure-sdk-for-go/sdk/azcore v1.20.0 // indirect
 	github.com/Azure/azure-sdk-for-go/sdk/internal v1.11.2 // indirect
 	github.com/Masterminds/semver/v3 v3.4.0 // indirect
@@ -37,6 +36,7 @@ require (
 	github.com/davecgh/go-spew v1.1.2-0.20180830191138-d8f796af33cc // indirect
 	github.com/dlclark/regexp2 v1.11.5 // indirect
 	github.com/drone/envsubst v1.0.3 // indirect
+	github.com/eiannone/keyboard v0.0.0-20220611211555-0d226195f203 // indirect
 	github.com/erikgeiser/coninput v0.0.0-20211004153227-1c3628e74d0f // indirect
 	github.com/go-logr/logr v1.4.3 // indirect
 	github.com/go-logr/stdr v1.2.2 // indirect
diff --git a/cli/azd/extensions/microsoft.azd.concurx/go.sum b/cli/azd/extensions/microsoft.azd.concurx/go.sum
index e9b7f3a7f94..c93961191fc 100644
--- a/cli/azd/extensions/microsoft.azd.concurx/go.sum
+++ b/cli/azd/extensions/microsoft.azd.concurx/go.sum
@@ -9,7 +9,6 @@ github.com/Azure/azure-sdk-for-go/sdk/internal v1.11.2 h1:9iefClla7iYpfYWdzPCRDo
 github.com/Azure/azure-sdk-for-go/sdk/internal v1.11.2/go.mod h1:XtLgD3ZD34DAaVIIAyG3objl5DynM3CQ/vMcbBNJZGI=
 github.com/Masterminds/semver/v3 v3.4.0 h1:Zog+i5UMtVoCU8oKka5P7i9q9HgrJeGzI9SA1Xbatp0=
 github.com/Masterminds/semver/v3 v3.4.0/go.mod h1:4V+yj/TJE1HU9XfppCwVMZq3I84lprf4nC11bSS5beM=
-github.com/Netflix/go-expect v0.0.0-20220104043353-73e0943537d2/go.mod h1:HBCaDeC1lPdgDeDbhX8XFpy1jqjK0IBG8W5K+xYqA0w=
 github.com/adam-lavrik/go-imath v0.0.0-20210910152346-265a42a96f0b h1:g9SuFmxM/WucQFKTMSP+irxyf5m0RiUJreBDhGI6jSA=
 github.com/adam-lavrik/go-imath v0.0.0-20210910152346-265a42a96f0b/go.mod h1:XjvqMUpGd3Xn9Jtzk/4GEBCSoBX0eB2RyriXgne0IdM=
 github.com/alecthomas/assert/v2 v2.11.0 h1:2Q9r3ki8+JYXvGsDyBXwH3LcJ+WK5D0gc5E8vS6K3D0=
@@ -63,7 +62,6 @@ github.com/charmbracelet/x/term v0.2.1/go.mod h1:oQ4enTYFV7QN4m0i9mzHrViD7TQKvNE
 github.com/clipperhouse/uax29/v2 v2.2.0 h1:ChwIKnQN3kcZteTXMgb1wztSgaU+ZemkgWdohwgs8tY=
 github.com/clipperhouse/uax29/v2 v2.2.0/go.mod h1:EFJ2TJMRUaplDxHKj1qAEhCtQPW2tJSwu5BF98AuoVM=
 github.com/cpuguy83/go-md2man/v2 v2.0.6/go.mod h1:oOW0eioCTA6cOiMLiUPZOpcVxMig6NIQQ7OS05n1F4g=
-github.com/creack/pty v1.1.17/go.mod h1:MOBLtS5ELjhRRrroQr9kyvTxUAFNvYEK993ew/Vr4O4=
 github.com/davecgh/go-spew v1.1.0/go.mod h1:J7Y8YcW2NihsgmVo/mv3lAwl/skON4iLHjSsI+c5H38=
 github.com/davecgh/go-spew v1.1.1/go.mod h1:J7Y8YcW2NihsgmVo/mv3lAwl/skON4iLHjSsI+c5H38=
 github.com/davecgh/go-spew v1.1.2-0.20180830191138-d8f796af33cc h1:U9qPSI2PIWSS1VwoXQT9A3Wy9MM3WgvqSxFWenqJduM=
@@ -72,6 +70,8 @@ github.com/dlclark/regexp2 v1.11.5 h1:Q/sSnsKerHeCkc/jSTNq1oCm7KiVgUMZRDUoRu0JQZ
 github.com/dlclark/regexp2 v1.11.5/go.mod h1:DHkYz0B9wPfa6wondMfaivmHpzrQ3v9q8cnmRbL6yW8=
 github.com/drone/envsubst v1.0.3 h1:PCIBwNDYjs50AsLZPYdfhSATKaRg/FJmDc2D6+C2x8g=
 github.com/drone/envsubst v1.0.3/go.mod h1:N2jZmlMufstn1KEqvbHjw40h1KyTmnVzHcSc9bFiJ2g=
+github.com/eiannone/keyboard v0.0.0-20220611211555-0d226195f203 h1:XBBHcIb256gUJtLmY22n99HaZTz+r2Z51xUPi01m3wg=
+github.com/eiannone/keyboard v0.0.0-20220611211555-0d226195f203/go.mod h1:E1jcSv8FaEny+OP/5k9UxZVw9YFWGj7eI4KR/iOBqCg=
 github.com/erikgeiser/coninput v0.0.0-20211004153227-1c3628e74d0f h1:Y/CXytFA4m6baUTXGLOoWe4PQhGxaX0KpnayAqC48p4=
 github.com/erikgeiser/coninput v0.0.0-20211004153227-1c3628e74d0f/go.mod h1:vw97MGsxSvLiUE2X8qFplwetxpGLQrlU1Q9AUEIzCaM=
 github.com/fatih/color v1.18.0 h1:S8gINlzdQ840/4pfAwic/ZE0djQEH3wM94VfqLTZcOM=
@@ -99,7 +99,6 @@ github.com/gorilla/css v1.0.1 h1:ntNaBIghp6JmvWnxbZKANoLyuXTPZ4cAMlo6RyhlbO8=
 github.com/gorilla/css v1.0.1/go.mod h1:BvnYkspnSzMmwRK+b8/xgNPLiIuNZr6vbZBTPQ2A3b0=
 github.com/hexops/gotextdiff v1.0.3 h1:gitA9+qJrrTCsiCl7+kh75nPqQt1cx4ZkudSTLoUqJM=
 github.com/hexops/gotextdiff v1.0.3/go.mod h1:pSWU5MAI3yDq+fZBTazCSJysOMbxWL1BSow5/V2vxeg=
-github.com/hinshun/vt10x v0.0.0-20220119200601-820417d04eec/go.mod h1:Q48J4R4DvxnHolD5P8pOtXigYlRuPLGl6moFx3ulM68=
 github.com/hpcloud/tail v1.0.0/go.mod h1:ab1qPbhIpdTxEkNHXyeSf5vhxWSCs/tWer42PpOxQnU=
 github.com/inconshreveable/mousetrap v1.1.0 h1:wN+x4NVGpMsO7ErUn/mUI3vEoE6Jt13X2s0bqwp9tc8=
 github.com/inconshreveable/mousetrap v1.1.0/go.mod h1:vpF70FUmC8bwa3OWnCshd2FqLfsEA9PFc4w1p2J65bw=
@@ -122,10 +121,8 @@ github.com/lucasb-eyer/go-colorful v1.3.0 h1:2/yBRLdWBZKrf7gB40FoiKfAWYQ0lqNcbuQ
 github.com/lucasb-eyer/go-colorful v1.3.0/go.mod h1:R4dSotOR9KMtayYi1e77YzuveK+i7ruzyGqttikkLy0=
 github.com/mailru/easyjson v0.9.1 h1:LbtsOm5WAswyWbvTEOqhypdPeZzHavpZx96/n553mR8=
 github.com/mailru/easyjson v0.9.1/go.mod h1:1+xMtQp2MRNVL/V1bOzuP3aP8VNwRW55fQUto+XFtTU=
-github.com/mattn/go-colorable v0.1.2/go.mod h1:U0ppj6V5qS13XJ6of8GYAs25YV2eR4EVcfRqFIhoBtE=
 github.com/mattn/go-colorable v0.1.14 h1:9A9LHSqF/7dyVVX6g0U9cwm9pG3kP9gSzcuIPHPsaIE=
 github.com/mattn/go-colorable v0.1.14/go.mod h1:6LmQG8QLFO4G5z1gPvYEzlUgJ2wF+stgPZH1UqBm1s8=
-github.com/mattn/go-isatty v0.0.8/go.mod h1:Iq45c/XA43vh69/j3iqttzPXn0bhXyGjM0Hdxcsrc5s=
 github.com/mattn/go-isatty v0.0.20 h1:xfD0iDuEKnDkl03q4limB+vH+GxLEtL/jb4xVJSWWEY=
 github.com/mattn/go-isatty v0.0.20/go.mod h1:W+V8PltTTMOvKvAeJH7IuucS94S2C6jfK/D7dTCTo3Y=
 github.com/mattn/go-localereader v0.0.1 h1:ygSAOl7ZXTx4RdPYinUpg6W99U8jWvWi9Ye2JC/oIi4=
@@ -133,7 +130,6 @@ github.com/mattn/go-localereader v0.0.1/go.mod h1:8fBrzywKY7BI3czFoHkuzRoWE9C+Ei
 github.com/mattn/go-runewidth v0.0.12/go.mod h1:RAqKPSqVFrSLVXbA8x7dzmKdmGzieGRCM46jaSJTDAk=
 github.com/mattn/go-runewidth v0.0.19 h1:v++JhqYnZuu5jSKrk9RbgF5v4CGUjqRfBm05byFGLdw=
 github.com/mattn/go-runewidth v0.0.19/go.mod h1:XBkDxAl56ILZc9knddidhrOlY5R/pDhgLpndooCuJAs=
-github.com/mgutz/ansi v0.0.0-20170206155736-9520e82c474b/go.mod h1:01TrycV0kFyexm33Z7vhZRXopbI8J3TDReVlkTgMUxE=
 github.com/mgutz/ansi v0.0.0-20200706080929-d51e80ef957d h1:5PJl274Y63IEHC+7izoQE9x6ikvDFZS2mDVS3drnohI=
 github.com/mgutz/ansi v0.0.0-20200706080929-d51e80ef957d/go.mod h1:01TrycV0kFyexm33Z7vhZRXopbI8J3TDReVlkTgMUxE=
 github.com/microcosm-cc/bluemonday v1.0.27 h1:MpEUotklkwCSLeH+Qdx1VJgNqLlpY2KXwXFM08ygZfk=
@@ -179,7 +175,6 @@ github.com/stretchr/objx v0.4.0/go.mod h1:YvHI0jy2hoMjB+UWwv71VJQ9isScKT/TqJzVSS
 github.com/stretchr/objx v0.5.0/go.mod h1:Yh+to48EsGEfYuaHDzXPcE3xhTkx73EhmCGUpEOglKo=
 github.com/stretchr/objx v0.5.2 h1:xuMeJ0Sdp5ZMRXx/aWO6RZxdr3beISkG5/G/aIRr3pY=
 github.com/stretchr/objx v0.5.2/go.mod h1:FRsXN1f5AsAjCGJKqEizvkpNtU+EGNCLh3NxZ/8L+MA=
-github.com/stretchr/testify v1.6.1/go.mod h1:6Fq8oRcR53rry900zMqJjRRixrwX3KX962/h/Wwjteg=
 github.com/stretchr/testify v1.7.1/go.mod h1:6Fq8oRcR53rry900zMqJjRRixrwX3KX962/h/Wwjteg=
 github.com/stretchr/testify v1.8.0/go.mod h1:yNjHg4UonilssWZ8iaSj1OCr/vHnekPRkoO+kdMU+MU=
 github.com/stretchr/testify v1.8.4/go.mod h1:sz/lmYIOXD/1dqDmKjjqLyZ2RngseejIcXlSw2iwfAo=
@@ -193,7 +188,6 @@ github.com/wk8/go-ordered-map/v2 v2.1.8 h1:5h/BUHu93oj4gIdvHHHGsScSTMijfx5PeYkE/
 github.com/wk8/go-ordered-map/v2 v2.1.8/go.mod h1:5nJHM5DyteebpVlHnWMV0rPz6Zp7+xBAnxjb1X5vnTw=
 github.com/xo/terminfo v0.0.0-20220910002029-abceb7e1c41e h1:JVG44RsyaB9T2KIHavMF/ppJZNG9ZpyihvCd0w101no=
 github.com/xo/terminfo v0.0.0-20220910002029-abceb7e1c41e/go.mod h1:RbqR21r5mrJuqunuUZ/Dhy/avygyECGrLceyNeo4LiM=
-github.com/yuin/goldmark v1.4.13/go.mod h1:6yULJ656Px+3vBD8DxQVa3kxgyrAnzto9xy5taEt/CY=
 github.com/yuin/goldmark v1.7.13 h1:GPddIs617DnBLFFVJFgpo1aBfe/4xcvMc3SB5t/D0pA=
 github.com/yuin/goldmark v1.7.13/go.mod h1:ip/1k0VRfGynBgxOz0yCqHrbZXhcjxyuS66Brc7iBKg=
 github.com/yuin/goldmark-emoji v1.0.6 h1:QWfF2FYaXwL74tfGOW5izeiZepUDroDJfWubQI9HTHs=
@@ -212,46 +206,23 @@ go.opentelemetry.io/otel/trace v1.38.0 h1:Fxk5bKrDZJUH+AMyyIXGcFAPah0oRcT+LuNtJr
 go.opentelemetry.io/otel/trace v1.38.0/go.mod h1:j1P9ivuFsTceSWe1oY+EeW3sc+Pp42sO++GHkg4wwhs=
 go.uber.org/atomic v1.11.0 h1:ZvwS0R+56ePWxUNi+Atn9dWONBPp/AUETXlHW0DxSjE=
 go.uber.org/atomic v1.11.0/go.mod h1:LUxbIzbOniOlMKjJjyPfpl4v+PKK2cNJn91OQbhoJI0=
-golang.org/x/crypto v0.0.0-20190308221718-c2843e01d9a2/go.mod h1:djNgcEr1/C05ACkg1iLfiJU5Ep61QUkGW8qpdssI0+w=
-golang.org/x/crypto v0.0.0-20210921155107-089bfa567519/go.mod h1:GvvjBRRGRdwPK5ydBHafDWAxML/pGHZbMvKqRZ5+Abc=
 golang.org/x/exp v0.0.0-20250911091902-df9299821621 h1:2id6c1/gto0kaHYyrixvknJ8tUK/Qs5IsmBtrc+FtgU=
 golang.org/x/exp v0.0.0-20250911091902-df9299821621/go.mod h1:TwQYMMnGpvZyc+JpB/UAuTNIsVJifOlSkrZkhcvpVUk=
-golang.org/x/mod v0.6.0-dev.0.20220419223038-86c51ed26bb4/go.mod h1:jJ57K6gSWd91VN4djpZkiMVwK6gcyfeH4XE8wZrZaV4=
 golang.org/x/net v0.0.0-20180906233101-161cd47e91fd/go.mod h1:mL1N/T3taQHkDXs73rZJwtUhF3w3ftmwwsq0BUmARs4=
-golang.org/x/net v0.0.0-20190620200207-3b0461eec859/go.mod h1:z5CRVTTTmAJ677TzLLGU+0bjPO0LkuOLi4/5GtJWs/s=
-golang.org/x/net v0.0.0-20210226172049-e18ecbb05110/go.mod h1:m0MpNAwzfU5UDzcl9v0D8zg8gWTRqZa9RBIspLL5mdg=
-golang.org/x/net v0.0.0-20220722155237-a158d28d115b/go.mod h1:XRhObCWvk6IyKnWLug+ECip1KBveYUHfp+8e9klMJ9c=
 golang.org/x/net v0.48.0 h1:zyQRTTrjc33Lhh0fBgT/H3oZq9WuvRR5gPC70xpDiQU=
 golang.org/x/net v0.48.0/go.mod h1:+ndRgGjkh8FGtu1w1FGbEC31if4VrNVMuKTgcAAnQRY=
 golang.org/x/sync v0.0.0-20180314180146-1d60e4601c6f/go.mod h1:RxMgew5VJxzue5/jJTE5uejpjVlOe/izrB70Jof72aM=
-golang.org/x/sync v0.0.0-20190423024810-112230192c58/go.mod h1:RxMgew5VJxzue5/jJTE5uejpjVlOe/izrB70Jof72aM=
-golang.org/x/sync v0.0.0-20220722155255-886fb9371eb4/go.mod h1:RxMgew5VJxzue5/jJTE5uejpjVlOe/izrB70Jof72aM=
 golang.org/x/sys v0.0.0-20180909124046-d0be0721c37e/go.mod h1:STP8DvDyc/dI5b8T5hshtkjS+E42TnysNCUPdjciGhY=
-golang.org/x/sys v0.0.0-20190215142949-d0b11bdaac8a/go.mod h1:STP8DvDyc/dI5b8T5hshtkjS+E42TnysNCUPdjciGhY=
-golang.org/x/sys v0.0.0-20190222072716-a9d3bda3a223/go.mod h1:STP8DvDyc/dI5b8T5hshtkjS+E42TnysNCUPdjciGhY=
-golang.org/x/sys v0.0.0-20201119102817-f84b799fce68/go.mod h1:h1NjWce9XRLGQEsW7wpKNCjG9DtNlClVuFLEZdDNbEs=
-golang.org/x/sys v0.0.0-20210615035016-665e8c7367d1/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.0.0-20210809222454-d867a43fc93e/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
-golang.org/x/sys v0.0.0-20220520151302-bc2c85ada10a/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
-golang.org/x/sys v0.0.0-20220722155257-8c9f86f7a55f/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.6.0/go.mod h1:oPkhp1MJrh7nUepCBck5+mAzfO9JrbApNNgaTdGDITg=
 golang.org/x/sys v0.20.0/go.mod h1:/VUhepiaJMQUp4+oa/7Zr1D23ma6VTLIYjOOTFZPUcA=
 golang.org/x/sys v0.39.0 h1:CvCKL8MeisomCi6qNZ+wbb0DN9E5AATixKsvNtMoMFk=
 golang.org/x/sys v0.39.0/go.mod h1:OgkHotnGiDImocRcuBABYBEXf8A9a87e/uXjp9XT3ks=
-golang.org/x/term v0.0.0-20201126162022-7de9c90e9dd1/go.mod h1:bj7SfCRtBDWHUb9snDiAeCFNEtKQo2Wmx5Cou7ajbmo=
-golang.org/x/term v0.0.0-20210927222741-03fcf44c2211/go.mod h1:jbD1KX2456YbFQfuXm/mYQcufACuNUgVhRMnK/tPxf8=
 golang.org/x/term v0.38.0 h1:PQ5pkm/rLO6HnxFR7N2lJHOZX6Kez5Y1gDSJla6jo7Q=
 golang.org/x/term v0.38.0/go.mod h1:bSEAKrOT1W+VSu9TSCMtoGEOUcKxOKgl3LE5QEF/xVg=
 golang.org/x/text v0.3.0/go.mod h1:NqM8EUOU14njkJ3fqMW+pc6Ldnwhi/IjpwHt7yyuwOQ=
-golang.org/x/text v0.3.3/go.mod h1:5Zoc/QRtKVWzQhOtBMvqHzDpF6irO9z98xDceosuGiQ=
-golang.org/x/text v0.3.7/go.mod h1:u+2+/6zg+i71rQMx5EYifcz6MCKuco9NR6JIITiCfzQ=
-golang.org/x/text v0.4.0/go.mod h1:mrYo+phRRbMaCq/xk9113O4dZlRixOauAjOtrjsXDZ8=
 golang.org/x/text v0.32.0 h1:ZD01bjUt1FQ9WJ0ClOL5vxgxOI/sVCNgX1YtKwcY0mU=
 golang.org/x/text v0.32.0/go.mod h1:o/rUWzghvpD5TXrTIBuJU77MTaN0ljMWE47kxGJQ7jY=
-golang.org/x/tools v0.0.0-20180917221912-90fa682c2a6e/go.mod h1:n7NCudcB/nEzxVGmLbDWY5pfWTLqBcC2KZ6jyYvM4mQ=
-golang.org/x/tools v0.0.0-20191119224855-298f0cb1881e/go.mod h1:b+2E5dAYhXwXZwtnZ6UAqBI28+e2cm9otk0dWdXHAEo=
-golang.org/x/tools v0.1.12/go.mod h1:hNGJHUnrk76NpqgfD5Aqm5Crs+Hm0VOH/i9J2+nxYbc=
-golang.org/x/xerrors v0.0.0-20190717185122-a985d3407aa7/go.mod h1:I/5z698sn9Ka8TeJc9MKroUUfqBBauWjQqLJ2OPfmY0=
 gonum.org/v1/gonum v0.16.0 h1:5+ul4Swaf3ESvrOnidPp4GZbzf0mxVQpDCYUQE7OJfk=
 gonum.org/v1/gonum v0.16.0/go.mod h1:fef3am4MQ93R2HHpKnLk4/Tbh/s0+wqD5nfa6Pnwy4E=
 google.golang.org/genproto/googleapis/rpc v0.0.0-20251007200510-49b9836ed3ff h1:A90eA31Wq6HOMIQlLfzFwzqGKBTuaVztYu/g8sn+8Zc=
diff --git a/cli/azd/pkg/extensions/registry_cache.go b/cli/azd/pkg/extensions/registry_cache.go
index 3913751ee95..638561e5640 100644
--- a/cli/azd/pkg/extensions/registry_cache.go
+++ b/cli/azd/pkg/extensions/registry_cache.go
@@ -183,46 +183,23 @@ func (m *RegistryCacheManager) GetExtensionLatestVersion(
 				return "", fmt.Errorf("extension %s has no versions", extensionId)
 			}
 
-			// Compare first and last elements to find the highest version.
-			// If the highest is a prerelease (e.g. "preview"), fall back to the second version.
-			first := ext.Versions[0].Version
-			last := ext.Versions[len(ext.Versions)-1].Version
-
-			firstSv, errFirst := semver.NewVersion(first)
-			lastSv, errLast := semver.NewVersion(last)
-			if errFirst != nil || errLast != nil {
-				return "", fmt.Errorf("extension %s has no valid semver versions", extensionId)
-			}
-
-			latest := first
-			latestSv := firstSv
-			if lastSv.GreaterThan(firstSv) {
-				latest = last
-				latestSv = lastSv
-			}
-
-			// If the highest version is a prerelease, walk through subsequent versions
-			// until we find a stable (non-prerelease) version.
-			// If all versions are prereleases, return the highest prerelease.
-			if latestSv.Prerelease() != "" && len(ext.Versions) > 1 {
-				start := 1
-				end := len(ext.Versions)
-				step := 1
-				if lastSv.GreaterThan(firstSv) {
-					// ascending order: walk backwards from second-to-last
-					start = len(ext.Versions) - 2
-					end = -1
-					step = -1
+			// Find the highest version using semver comparison, regardless of list order.
+			var latestSv *semver.Version
+			var latestVersion string
+			for _, v := range ext.Versions {
+				sv, err := semver.NewVersion(v.Version)
+				if err != nil {
+					continue
 				}
-				for i := start; i != end; i += step {
-					sv, err := semver.NewVersion(ext.Versions[i].Version)
-					if err == nil && sv.Prerelease() == "" {
-						return ext.Versions[i].Version, nil
-					}
+				if latestSv == nil || sv.GreaterThan(latestSv) {
+					latestSv = sv
+					latestVersion = v.Version
 				}
 			}
-
-			return latest, nil
+			if latestVersion == "" {
+				return "", fmt.Errorf("extension %s has no valid semver versions", extensionId)
+			}
+			return latestVersion, nil
 		}
 	}
 
diff --git a/cli/azd/pkg/extensions/update_checker.go b/cli/azd/pkg/extensions/update_checker.go
index 8c4ceab2c3b..56435af18d8 100644
--- a/cli/azd/pkg/extensions/update_checker.go
+++ b/cli/azd/pkg/extensions/update_checker.go
@@ -125,8 +125,8 @@ func FormatUpdateWarning(result *UpdateCheckResult) *ux.WarningMessage {
 		HidePrefix: false,
 		Hints: []string{
 			fmt.Sprintf("Fix by running:\n\t%s\n\t%s",
-				output.WithHighLightFormat("azd extension update --all"),
-				output.WithHighLightFormat("azd extension update %s", result.ExtensionId)),
+				output.WithHighLightFormat("azd extension upgrade --all"),
+				output.WithHighLightFormat("azd extension upgrade %s", result.ExtensionId)),
 			fmt.Sprintf("If you don't use these extensions, you can uninstall them:\n\t%s",
 				output.WithHighLightFormat("azd extension uninstall %s", result.ExtensionId)),
 		},
diff --git a/cli/azd/pkg/extensions/update_checker_test.go b/cli/azd/pkg/extensions/update_checker_test.go
index f8335feda8b..0a347622dc8 100644
--- a/cli/azd/pkg/extensions/update_checker_test.go
+++ b/cli/azd/pkg/extensions/update_checker_test.go
@@ -154,8 +154,9 @@ func Test_FormatUpdateWarning(t *testing.T) {
 	require.Contains(t, warning.Description, "2.0.0")
 	require.False(t, warning.HidePrefix)
 	require.Len(t, warning.Hints, 2)
+	require.Contains(t, warning.Hints[0], "azd extension upgrade --all")
 	require.Contains(t, warning.Hints[0], "azd extension upgrade test.extension")
-	require.Contains(t, warning.Hints[1], "azd extension upgrade --all")
+	require.Contains(t, warning.Hints[1], "azd extension uninstall test.extension")
 }
 
 func Test_FormatUpdateWarning_NoDisplayName(t *testing.T) {
diff --git a/cli/azd/pkg/extensions/update_integration_test.go b/cli/azd/pkg/extensions/update_integration_test.go
index 29824f37721..ac578fb2540 100644
--- a/cli/azd/pkg/extensions/update_integration_test.go
+++ b/cli/azd/pkg/extensions/update_integration_test.go
@@ -167,8 +167,9 @@ func Test_Integration_UpdateCheck_FullFlow(t *testing.T) {
 		require.Contains(t, warning.Description, "2.0.0")
 		require.False(t, warning.HidePrefix)
 		require.Len(t, warning.Hints, 2)
+		require.Contains(t, warning.Hints[0], "azd extension upgrade --all")
 		require.Contains(t, warning.Hints[0], "azd extension upgrade test.extension")
-		require.Contains(t, warning.Hints[1], "azd extension upgrade --all")
+		require.Contains(t, warning.Hints[1], "azd extension uninstall test.extension")
 	})
 }
 

From 841970682689e0af3b542c6cb15ebc6a46d3ae28 Mon Sep 17 00:00:00 2001
From: "copilot-swe-agent[bot]" <198982749+Copilot@users.noreply.github.com>
Date: Thu, 26 Feb 2026 02:04:01 +0000
Subject: [PATCH 09/10] Swap upgrade hint order: specific extension upgrade
 first, then --all

Co-authored-by: hemarina <104857065+hemarina@users.noreply.github.com>
---
 cli/azd/pkg/extensions/update_checker.go | 4 ++--
 1 file changed, 2 insertions(+), 2 deletions(-)

diff --git a/cli/azd/pkg/extensions/update_checker.go b/cli/azd/pkg/extensions/update_checker.go
index 56435af18d8..a10b23052b3 100644
--- a/cli/azd/pkg/extensions/update_checker.go
+++ b/cli/azd/pkg/extensions/update_checker.go
@@ -125,8 +125,8 @@ func FormatUpdateWarning(result *UpdateCheckResult) *ux.WarningMessage {
 		HidePrefix: false,
 		Hints: []string{
 			fmt.Sprintf("Fix by running:\n\t%s\n\t%s",
-				output.WithHighLightFormat("azd extension upgrade --all"),
-				output.WithHighLightFormat("azd extension upgrade %s", result.ExtensionId)),
+				output.WithHighLightFormat("azd extension upgrade %s", result.ExtensionId),
+				output.WithHighLightFormat("azd extension upgrade --all")),
 			fmt.Sprintf("If you don't use these extensions, you can uninstall them:\n\t%s",
 				output.WithHighLightFormat("azd extension uninstall %s", result.ExtensionId)),
 		},

From 98eb1e8728dd33730df64932e440c942d1ef013e Mon Sep 17 00:00:00 2001
From: "copilot-swe-agent[bot]" <198982749+Copilot@users.noreply.github.com>
Date: Sat, 28 Feb 2026 01:59:52 +0000
Subject: [PATCH 10/10] Revert GetExtensionLatestVersion to original; update
 test to match original prerelease behavior

Co-authored-by: hemarina <104857065+hemarina@users.noreply.github.com>
---
 cli/azd/pkg/extensions/registry_cache.go      | 51 ++++++++++++++-----
 cli/azd/pkg/extensions/update_checker_test.go |  6 +--
 2 files changed, 40 insertions(+), 17 deletions(-)

diff --git a/cli/azd/pkg/extensions/registry_cache.go b/cli/azd/pkg/extensions/registry_cache.go
index 638561e5640..3913751ee95 100644
--- a/cli/azd/pkg/extensions/registry_cache.go
+++ b/cli/azd/pkg/extensions/registry_cache.go
@@ -183,23 +183,46 @@ func (m *RegistryCacheManager) GetExtensionLatestVersion(
 				return "", fmt.Errorf("extension %s has no versions", extensionId)
 			}
 
-			// Find the highest version using semver comparison, regardless of list order.
-			var latestSv *semver.Version
-			var latestVersion string
-			for _, v := range ext.Versions {
-				sv, err := semver.NewVersion(v.Version)
-				if err != nil {
-					continue
+			// Compare first and last elements to find the highest version.
+			// If the highest is a prerelease (e.g. "preview"), fall back to the second version.
+			first := ext.Versions[0].Version
+			last := ext.Versions[len(ext.Versions)-1].Version
+
+			firstSv, errFirst := semver.NewVersion(first)
+			lastSv, errLast := semver.NewVersion(last)
+			if errFirst != nil || errLast != nil {
+				return "", fmt.Errorf("extension %s has no valid semver versions", extensionId)
+			}
+
+			latest := first
+			latestSv := firstSv
+			if lastSv.GreaterThan(firstSv) {
+				latest = last
+				latestSv = lastSv
+			}
+
+			// If the highest version is a prerelease, walk through subsequent versions
+			// until we find a stable (non-prerelease) version.
+			// If all versions are prereleases, return the highest prerelease.
+			if latestSv.Prerelease() != "" && len(ext.Versions) > 1 {
+				start := 1
+				end := len(ext.Versions)
+				step := 1
+				if lastSv.GreaterThan(firstSv) {
+					// ascending order: walk backwards from second-to-last
+					start = len(ext.Versions) - 2
+					end = -1
+					step = -1
 				}
-				if latestSv == nil || sv.GreaterThan(latestSv) {
-					latestSv = sv
-					latestVersion = v.Version
+				for i := start; i != end; i += step {
+					sv, err := semver.NewVersion(ext.Versions[i].Version)
+					if err == nil && sv.Prerelease() == "" {
+						return ext.Versions[i].Version, nil
+					}
 				}
 			}
-			if latestVersion == "" {
-				return "", fmt.Errorf("extension %s has no valid semver versions", extensionId)
-			}
-			return latestVersion, nil
+
+			return latest, nil
 		}
 	}
 
diff --git a/cli/azd/pkg/extensions/update_checker_test.go b/cli/azd/pkg/extensions/update_checker_test.go
index 0a347622dc8..59e5f00acf2 100644
--- a/cli/azd/pkg/extensions/update_checker_test.go
+++ b/cli/azd/pkg/extensions/update_checker_test.go
@@ -200,7 +200,8 @@ func Test_UpdateChecker_PrereleaseVersions(t *testing.T) {
 
 	updateChecker := NewUpdateChecker(cacheManager)
 
-	// Installed stable version should see prerelease as update
+	// When the only newer version is a prerelease, the original code falls back to the latest
+	// stable version (1.0.0). Since the installed version is already 1.0.0, no update is available.
 	extension := &Extension{
 		Id:          "test.extension",
 		DisplayName: "Test Extension",
@@ -210,8 +211,7 @@ func Test_UpdateChecker_PrereleaseVersions(t *testing.T) {
 
 	result, err := updateChecker.CheckForUpdate(ctx, extension)
 	require.NoError(t, err)
-	// semver: 2.0.0-beta.1 is considered less than 2.0.0 but greater than 1.0.0
-	require.True(t, result.HasUpdate)
+	require.False(t, result.HasUpdate)
 }
 
 func Test_UpdateChecker_InvalidVersions(t *testing.T) {