A new approach of reaction mechanism to synthesize 9, 10-dihydro phenanthrene, alkyl phenanthrene, and octa-hydro phenanthrene has been developed via a palladium-catalyzed Heck reaction followed by Reverse Diels-Alder reaction of formaldehyde elimination. The procedure is useful for the synthesis of homologous compounds with a suitable starting material. This will be a new approach to synthesize the phenanthrene derivatives to originate a huge variety of natural and synthetic products for industrial and biomedical applications.