Abstract A versatile 13-step synthesis of 1, 1′-dimethoxy-4, 4′, 5, 5′-tetrakis (trimethylsilyloxy) bicyclohepta-3, 3′, 5, 5′-dienyl (11) is described. 11 represents a potential building block for the construction of polycyclic cage compounds through domino Diels− Alder and pincer reactions.