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This work demonstrated the first synthetic application of direct C−H olefinations in the step‐saving preparation of various hole‐transporting materials (HTM) for efficient perovskite solar cells (PSC). Cross‐dehydrogenative couplings of naphthodithiophene (NDT) with vinyl arenes under palladium‐catalysis facilely generated various new oligo(hetero)aryls with internal alkenes. Reaction conditions were...