A palladium-mediated carbonylative cyclization reaction of Baylis-Hillman adducts is disclosed. This simple, efficient and straightforward sequence leads to the formation of an array of 3-alkenylphthalides with different substitution patterns on the aromatic ring, with good chemical yields and selectivities. © 2006 Elsevier Ltd. All rights reserved.621845634572van Wassenhove, F., Dirinck, P., Vulsteke, G., Schamp, N., (1990) HortScience, 25, pp. 556-559Rickborn, B., (1989) Adv. Theor. Interesting Mol., 1, pp. 1-134Rodrigo, R., (1988) Tetrahedron, 44, pp. 2093-2135Bird, W.C., Cheeseman, G.W.H., (1984) Comprehensive Heterocyclic Chemistry, pp. 89-153. , Katrizky A.R., and Rees C.W. 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