A palladium-catalyzed aromatic dual C-H acylations followed with intramolecular cyclizations have been developed by the assistance of bidentate N-(quinolin-8-yl)benzamide. This tandem process involves the formation of three new chemical bonds, providing access to novel quinoline-substituted hydroxyl isoindolones skeleton under simple reaction conditions. The deuterium-labeled competition reaction has revealed that C-H bond cleavage is the turnover limiting step.