(±)-Aklavinone (1) was synthesized from tricarbonylnaphthalene derivative 6 by application of an efficient “zipper” reaction in a good yield. Using Kryptofix 222 (4, 7, 13, 16, 21, 24- hexaoxa-1, 10-diazabicyclo [8.8. 8] hexacosane) in the key process of the reaction we attained a stereocontrolled one-step bicyclo-cyclization.