Total syntheses of (*)-atrovenetin (1) and (A)-scleroderodione (26) in 11 steps are described. The novel regioselective Claisen rearrangement-cyclization of the dianion 11 to the dihydrobenzofuran 7 and the regioselective, acid-catalyzed cyclization of 15 to the naphthalenes 16 and 17 constitute the critical phases of the syntheses.