The invention utilizes a biomass platform molecule 2,5-dimethyl furan as new dienophile to realize de-aromatization ring addition reaction with O-methylene benzoquinone. According to the technical scheme disclosed by the invention, the competing reaction of direct substitution of 2,5-dimethyl furan and alcohol is overcome, the D-A ring addition of the inverse electronic requirement of 2,5-dimethylfuran de-aromatization is realized, in addition, de-aromatization [4+2] ring addition reaction between the methylene benzoquinone and the electron-rich arene is realized for the first t ime, an experiment basis is provided for the conversion and the utilization of biomass platform molecule furan, and the synthetic method has a good practical significance and application value.