This paper describes the total sythesis of cis-shisool through intermediate 3,which wasderived from the Diels-Alder adduct 4(or 5).The structure of the isomers produced by the Diels-Alderreaction of cyclohexadiene and crotonate has been elucidated by means of GC and NMR.Methylena-tion of 12 with Zn-CHBr-TiClor PhP=CHretains the stereochemistry of the carbon atom ad-jacent to the carbonyl group.