diff --git a/Misc/NEWS.d/next/Build/2026-02-10-06-31-29.gh-issue-140421.vxosUx.rst b/Misc/NEWS.d/next/Build/2026-02-10-06-31-29.gh-issue-140421.vxosUx.rst
new file mode 100644
index 00000000000000..cab48f105cc58b
--- /dev/null
+++ b/Misc/NEWS.d/next/Build/2026-02-10-06-31-29.gh-issue-140421.vxosUx.rst
@@ -0,0 +1 @@
+Disable the perf trampoline on older macOS versions where it cannot be built.
diff --git a/configure b/configure
index cd8983683333cd..73a758384553b2 100755
--- a/configure
+++ b/configure
@@ -13873,7 +13873,13 @@ case $PLATFORM_TRIPLET in #(
   aarch64-linux-gnu) :
     perf_trampoline=yes ;; #(
   darwin) :
-    perf_trampoline=yes ;; #(
+    case $MACOSX_DEPLOYMENT_TARGET in #(
+  10.[0-9]|10.1[0-1]) :
+    perf_trampoline=no ;; #(
+  *) :
+    perf_trampoline=yes
+             ;;
+esac ;; #(
   *) :
     perf_trampoline=no
  ;;
diff --git a/configure.ac b/configure.ac
index e9b45d459fee2a..2ba63b2a8a05e0 100644
--- a/configure.ac
+++ b/configure.ac
@@ -3717,7 +3717,10 @@ AC_MSG_CHECKING([perf trampoline])
 AS_CASE([$PLATFORM_TRIPLET],
   [x86_64-linux-gnu], [perf_trampoline=yes],
   [aarch64-linux-gnu], [perf_trampoline=yes],
-  [darwin], [perf_trampoline=yes],
+  [darwin], [AS_CASE([$MACOSX_DEPLOYMENT_TARGET],
+                [[10.[0-9]|10.1[0-1]]], [perf_trampoline=no],
+                [perf_trampoline=yes]
+            )],
   [perf_trampoline=no]
 )
 AC_MSG_RESULT([$perf_trampoline])