By combining sacrificial synthesis with the vinyl lactone termination technique, heterotelechelic Polymers were synthesized. The nonterminating nature of sacrificial synthesis was utilized to introduce a hydroxyl group at the start of the polymer chain. Lactone termination was used to functionalize the chain ends with aldehydes or carboxylic acids. The synthesis of well-defined heterotelechelic Polymers was thus accomplished employing the Grubbs' first generation catalyst as the initiator. The living nature of this polymerization allowed for precise control over the molecular weight and guaranteed full functionalization Of both polymer chain ends. The presence Of the functional groups is shown by MALDI-ToF and NMR measurements. Also, labeling experiments with chromophores Were conducted to demonstrate the utility of such heterotelechelic polymer chains.