A palladium-catalyzed highly enantioselective allylic alkylation of pyrroles and 4,7-dihydroindoles has been successfully developed with the use of chiral alkene-phosphine hybrid ligands to furnish the desired products in high yields with excellent ee's. It is noteworthy that alkene-phosphine ligands are much more effective than some other types of chiral ligands in this catalytic system.