Poly(10-undecene-1-ol) macromonomers were synthesized by metallocene-catalyzed polymerization using vinyl chloride as a chain transfer agent. Using this technique, predominantly allyl terminated polymers could be obtained, which was verified by NMR spectroscopy and matrix-assisted laser desorption ionization time-of-flight mass spectrometry (MALDI-TOFMS). By means of the mass spectra, a detailed interpretation of the nature of the head and end groups of these polymers was possible.