We report here the use of azidotrimethylsilane/ Selectfluor via single electron transfer radical reaction for the highly selective introduction of azido group into a wide range of prenylated molecules. Upon condition optimization, the fluorescent labeling of nucleic acids with prenyl modification in vitro have been achieved following this well-established protocol along with subsequent click reaction with DBCO-Cy5.(c) 2022 Elsevier Ltd. All rights reserved.