Benzo[c]chromones are valuable tricyclic systems of natural and biological significance. Herein, we report a concise approach of 6,6-disubstituted 6H-benzo[c]chromenes in a two-step sequence starting from ortho-bromo benzylic alcohols and arylboronic acids, using intermolecular palladium-catalyzed C−C and intramolecular N-Iodosuccinimide (NIS) mediated key C−O bonds construction. Besides, the current method explored broad substrate scope under robust conditions. Notably, the practicality of the present approach is further extended for the total synthesis of Didehydroconicol. © 2022 Wiley-VCH GmbH.