Reactions of enynes with three or two ester groups (1−4) in the presence of halogen-ligand Lewisacids gave cyclized products with halide incorporation (5−8) with high generality. The cyclizationprocess was also analyzed in a theoretical study. Facile isomerization and dehydrohalogenation offive-membered products 5 and 8 by Al2O3 or Et3N were also observed; this process introducesconjugated moieties into the products.