A new method employing norbornenyl-tagging of various novel scaffolds using a norbornenyl monochlorophosphate tag as a means of facilitating phase-trafficking events is reported. Subsequent ring-opening metathesis polymerization utilizing either Grubbs ruthenium benzylidene catalyst or a catalyst-armed resin employing the Roberts protocol produces oligomeric phosphate scaffolds that are either soluble or resin-bound. Facile cleavage via an array of cuprates cleanly releases various diversified products.