This presentation details metathesis reactions on strained [8]-annulenes. One annulene, where one of its double bonds is kinked into a trans-configuration, is found to wind into helical conformation and is spring-loaded with ~18kcal/mol strain energy to act as an active monomer for ROMP. The polymerization produces a living phenylene vinylene with all ortho-linkages. The polymer has equal number of cis and trans double bonds.