First total synthesis of ( )-puyanin and ( )-4'-O-methylbonannione

A facile approach for the first total synthesis of two naturally occurring geranylated flavonoids, (±)-puyanin 1 and (±)-4'-O-methylbonannione 2 has been obtained with total yield 27% and 21%, respectively.The key steps were regioseleetive cyclization of geranylated trihydroxychalcone and regioselective geranylation of 2,4,6-trihydroxyacetophenone.