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We propose a 2-step biomass conversion process consisting of solvolysis pretreatment and co-processing with heavy petroleum oil in catalytic cracking. High liquefied yield (\u003e 90 C%) was achieved by solvolysis in guaiacol and water with acetic acid catalysts. Bio-oil was mainly converted to gaseous hydrocarbons and coke by co-processing with model heavy oil (n-eicosane). Deoxygenation pathway to H2O formation was accelerated by enhancing hydrogen-transfer activity even without supplying hydrogen. Hydrogen-transfer deoxygenation proceeded preferentially to olefin hydrogenation. 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We propose a 2-step biomass conversion process consisting of solvolysis pretreatment and co-processing with heavy petroleum oil in catalytic cracking. High liquefied yield (\u003e 90 C%) was achieved by solvolysis in guaiacol and water with acetic acid catalysts. Bio-oil was mainly converted to gaseous hydrocarbons and coke by co-processing with model heavy oil (n-eicosane). Deoxygenation pathway to H2O formation was accelerated by enhancing hydrogen-transfer activity even without supplying hydrogen. Hydrogen-transfer deoxygenation proceeded preferentially to olefin hydrogenation. 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