The synthesis of a bifunctional cyclopentadiene-based building block, bearing an alkyl linker with a terminal chloride and an ester group is described. This building block was modified by nucleophilic substitution, leading to two new fac-[Re(CO)3]+ containing derivatives of known drug candidates for brain imaging and multi-drug resistance in cancer in as few as two steps. Furthermore, the chloride was replaced by an azide, which was subsequently coupled to phenylacetylene as a model alkyne to demonstrate its versatility for undergoing Click-type reactions. The resulting triazole was labelled with 99mTc to yield the corresponding piano-stool complex in a radiochemical purity of 86 %. The identities were confirmed by coinjection with the Re homologue.