We prepared novel macromolecular architectures of main-chain polymers poly(l)poly(6) by a ruthenium-catalyzed acyclic diene metathesis (ADMET) polymerization of banana diene monomers 1-6. Copolymerization with a calamitic diacrylate monomer 7 yielded a copolymer poly(1-alt-7) in which the banana and the calamitic units regularly alternated along the polymer main chain. We also started the structural characterization of the polymers and found a varied mesophase behavior depending on the nature of the banana mesogen incorporated.