Ubiquitous and instant access to information on the Web is challenging what constitutes 21st century literacies. This article explores the notion of Web-mediated knowledge synthesis, an approach to integrating Web-based learning that may result in generative synthesis of ideas. This article describes the skills and strategies that may support learning in this way, including: (1) divergent keyword search phrases; (2) synthesis for meaning; (3) in-the-moment insights; (4) repurposing; (5) reinforcement; and, (6) note-taking. Several suggestions for how to begin scaffolding these processes are also provided, based on examples from in-service teachers during a master's level educational technology course.