(+)-Disparlure 1 and both the enantiomers of (3Z, 6Z)-cis-9, 10-epoxy-3, 6-heneicosadiene 2 were synthesized in optically pure forms employing the Sharpless asymmetric epoxidation as the key-step. The natural pheromone 2 isolated from Estigmene acrea was shown to possess (9S, 10R)-stereochemistry.