Direct chemoselective oxidation of δ-lactones via highly stable benzyl radical cyclization is reported. The one-pot conversion of premade substituted 5-aryl pentanoic acid and 8-benzyl-1-naphthoic acid in the presence of K2S2O8–CuCl2 results to the δ-lactones in moderate to good yields. The advantages of this methodology is using water as a solvent and utilizing available starting materials.