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A sequential one‐pot method for the synthesis of 4‐(hydroxymethyl)oxazoles from readily available benzamides has been developed. Various substituted benzamides well‐tolerated and furnished 4‐(hydroxymethyl)oxazoles in moderate to good yields under the present reaction conditions. In order to demonstrate the usefulness of the present methodology, the resulting 4‐(hydroxymethyl)oxazoles were successfully transformed into its corresponding phosphonates under Michaelis‐Arbuzov reaction conditions. This methodology features a broad substrate scope, step economy, ease of execution, and scalability. [ABSTRACT FROM AUTHOR]