Summary Two 14membered ring lactones 3 and 4 and a 12membered ring lactone 5 isolated from the metasternal secretion of the eucalypt longicorn Phoracantha synonymu have been synthesized as racemic mixtures by the following method. Reaction of the dilithium derivative of 5-hexynoic acid (6) with threo-8-bromo-2, 4- isopropylidenedioxyoctane (7), followed by removal of the protecting group and ...