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Various a-diethoxyphosphoryl-y, &unsaturated acids were synthesized in good yields via alkylation of ethyl (diethoxyphosphory1)acetate with allylic bromides. lodo-and seleno-lactonization led to aphosphono-iodo and -seleno lactones, which underwent Wittig-Horner reaction with paraformaldehyde to produce a-methylene-y-lactones in very good yields. This methodology was applied to a short synthesis of frullanolide.* The 'H NMR spectral data of the cis-fused a-methylene-y-lactones (15) and (16) are identical with those of samples prepared by different methods.6 Paper 9/05153H

The key step in this route is the seleno‐ resp. iodolactonization yielding the corresponding lactones such as (IV), which undergo Wittig‐Horner reaction with paraformaldehyde to produce title compounds such as (VI) and (VII).

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