We report the development of new Ni(II), Pd(II), and Co(II) catalysts containing ligands of pyrazolylpyridine derivatives by combinatorial and high-throughput synthesis technology. Vinyl type polynorbornene was polymerized utilizing the self-made parallel polymerization reactor system. The Ni(II) catalyst 1 has a polymerization activity of 266.7 kg(polymer) . mol(cat)(-1) . h(-1). We introduce a fast way to conduct catalyst synthesis and high-throughput screening for polymerization.