Hypervalent iodine reagents are now commonplace oxidizing agents in synthetic organic chemistry laboratories. o-Iodoxybenzoic acid (IBX), a venerable hypervalent iodine reagent, has been recently recognized as a mild, selective and environmentally friendly reagent for the oxidative transformation of a plethora of functional groups. Selective oxidation of benzylic carbons to the corresponding carbonyl groups using this reagent is also reported. Oxidative cleavage of benzyl ethers to the corresponding benzaldehydes or benzoic acids is a highly-sought synthetic transformation one for which reliable and high-yielding protocols are not available currently. We have recently employed IBX along with Oxone to effect the oxidative cleavage of variety of benzyl ethers in good to excellent yields as shown below for two representative examples. A mechanism that involves an initial selective H abstraction from the benzylic carbon followed by single electron transfer to generate an oxonium ion intermediate and the decomposition of a peroxysulfate ester formed subsequently will be discussed.