A novel cyclic prenylated phenylpropanoid, pondaplin 1, was first synthesized in 26% overall yields through an expeditious route (7 steps) that employed highly regio- and stereoselective phenyltellurenylation to arylacetylene and palladium (II) chloride-catalyzed carbonylation of hydroxy styryl phenyl telluride as key steps. A novel cyclic prenylated phenylpropanoid, pondaplin 1, first synthesized in 26% overall yields through an expeditious route (7 steps) that employed highly regio- and stereoselective phenyltellurenylation to arylacetylene and palladium (II) chloride-catalyzed carbonylation of hydroxystyryl phenyl telluride as key steps.