A highly atom‐ and step‐economic palladium‐catalyzed sequential hydrofunctionalization of skipped enynes with phenolic compounds has been developed. This approach provided an efficient method to construct chromans in moderate to good yields with high regio‐, chemo‐, and stereoselectivities, exhibiting good functional group compatibility and gram scalability. Preliminary mechanistic studies indicated that the single palladium catalyst is capable of effectively facilitating both the intermolecular hydroarylation and intramolecular hydroaryloxylation process.