5-Alkyl-2-penten-5-olides (7) were prepared from dimethyl adipate (1). 2-Alkyl-2-(methoxycarbonyl) cyclopentanone (2) was obtained from (1) by Dieckmann condensation. Decarboxylation of (2) gave 2-alkylcyclopentanone (3). Oxidation of 2-hexylcyclopentanone (3, R=C6H13) with m-chloroperbenzoic acid afforded 5-hexyl-5-pentanolide (6). The compound (6) was treated with benzene-selenyl bromide followed by oxidation with hydrogen peroxide to give 5-hexyl-2-penten-5-olide (7).