Ortho-alkylated phenols are widely exist innatural products and bioactive compounds. Here we have developed a mild, transition-metal-free approach for the C(sp3)-C(sp2) cross-coupling of alkenyl boronic acids with secondary alcohols via neighboring group activation, furnishing a serize of ortho-allylphenols. The C(sp³)-hydroxyl group was activated through intramolecular interaction with ortho-phenolic functional groups (triflyl, tert-butoxycarbonyl, phosphoryl, and cyclic carbonate). This method exhibits good substrate compatibility, allowing for the efficient synthesis of ortho-allyl phenols and subsequent transformation into high-value scaffolds

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