httpcaddyfile: Flip root directive sort order

caddyconfig/httpcaddyfile/directives.go

@@ -398,6 +398,15 @@ func sortRoutes(routes []ConfigValue) {
 		if len(jPM) > 0 {
 			jPathLen = len(jPM[0])
 		}
+
+		// sort the "root" directive in reverse because we want the
+		// most-specific path last such that the root variable
+		// overrides a less-specific one.
+		if iDir == "root" {
+			return iPathLen < jPathLen
+		}
+
+		// sort any other directives with the most-specific path first
 		return iPathLen > jPathLen
 	})
 }

caddytest/integration/caddyfile_adapt/sort_root_with_path_last.txt

@@ -0,0 +1,57 @@
+:80
+
+root * /foo
+root /z* /bar
+
+file_server
+----------
+{
+	"apps": {
+		"http": {
+			"servers": {
+				"srv0": {
+					"listen": [
+						":80"
+					],
+					"routes": [
+						{
+							"group": "group1",
+							"handle": [
+								{
+									"handler": "vars",
+									"root": "/foo"
+								}
+							]
+						},
+						{
+							"group": "group1",
+							"match": [
+								{
+									"path": [
+										"/z*"
+									]
+								}
+							],
+							"handle": [
+								{
+									"handler": "vars",
+									"root": "/bar"
+								}
+							]
+						},
+						{
+							"handle": [
+								{
+									"handler": "file_server",
+									"hide": [
+										"Caddyfile"
+									]
+								}
+							]
+						}
+					]
+				}
+			}
+		}
+	}
+}