diff --git a/gradle.properties b/gradle.properties
index fef595296b18..bc3c93e2600b 100644
--- a/gradle.properties
+++ b/gradle.properties
@@ -1,5 +1,6 @@
 org.gradle.parallel=true
 org.gradle.caching=true
+org.gradle.configuration-cache=true
 
 org.gradle.priority=low
 
diff --git a/instrumentation-api-incubator/build.gradle.kts b/instrumentation-api-incubator/build.gradle.kts
index cf8224b99cdd..d4621a5ea05b 100644
--- a/instrumentation-api-incubator/build.gradle.kts
+++ b/instrumentation-api-incubator/build.gradle.kts
@@ -1,6 +1,4 @@
 plugins {
-  id("org.xbib.gradle.plugin.jflex")
-
   id("otel.java-conventions")
   id("otel.animalsniffer-conventions")
   id("otel.jacoco-conventions")
@@ -10,7 +8,17 @@ plugins {
 
 group = "io.opentelemetry.instrumentation"
 
+// JFlex configuration - manual integration for configuration cache compatibility
+configurations {
+  val jflex by creating {
+    isTransitive = true
+  }
+}
+
 dependencies {
+  "jflex"("de.jflex:jflex:1.9.1")
+  "jflex"("com.github.vbmacher:java-cup-runtime:11b-20160615")
+
   api("io.opentelemetry.semconv:opentelemetry-semconv")
   api(project(":instrumentation-api"))
   api("io.opentelemetry:opentelemetry-api-incubator")
@@ -24,6 +32,41 @@ dependencies {
   testImplementation("io.opentelemetry.semconv:opentelemetry-semconv-incubating")
 }
 
+// Manual JFlex task - configuration cache compatible
+val generateJflex by tasks.registering(JavaExec::class) {
+  description = "Generate Java code from JFlex files"
+  group = "build"
+
+  classpath = configurations.getByName("jflex")
+  mainClass.set("jflex.Main")
+
+  val jflexSourceDir = file("src/main/jflex")
+  val jflexOutputDir = file("build/generated/sources/jflex")
+
+  inputs.dir(jflexSourceDir)
+  outputs.dir(jflexOutputDir)
+
+  doFirst {
+    jflexOutputDir.mkdirs()
+  }
+
+  args(
+    "-d", jflexOutputDir,
+    "--nobak",
+    "$jflexSourceDir/SqlSanitizer.jflex"
+  )
+}
+
+sourceSets {
+  main {
+    java.srcDir(generateJflex.map { it.outputs.files.singleFile })
+  }
+}
+
+tasks.compileJava {
+  dependsOn(generateJflex)
+}
+
 tasks {
   // exclude auto-generated code
   named<Checkstyle>("checkstyleMain") {
@@ -38,7 +81,11 @@ tasks {
   }
 
   sourcesJar {
-    dependsOn("generateJflex")
+    dependsOn(generateJflex)
+    // Avoid configuration cache issue by not capturing task reference
+    from("src/main/jflex") {
+      include("**/*.java")
+    }
   }
 
   val testStableSemconv by registering(Test::class) {
diff --git a/settings.gradle.kts b/settings.gradle.kts
index 4488c3620b13..7d7486b7e8d9 100644
--- a/settings.gradle.kts
+++ b/settings.gradle.kts
@@ -5,7 +5,6 @@ pluginManagement {
     id("com.gradle.plugin-publish") version "2.0.0"
     id("io.github.gradle-nexus.publish-plugin") version "2.0.0"
     id("org.jetbrains.kotlin.jvm") version "2.2.21"
-    id("org.xbib.gradle.plugin.jflex") version "3.0.2"
     id("com.github.bjornvester.xjc") version "1.8.2"
     id("org.graalvm.buildtools.native") version "0.11.2"
     id("com.google.osdetector") version "1.7.3"