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The crusader who took the longest to reach Jerusalem was likely the German King, Frederick Barbarossa, during the Third Crusade (1189-1192). He faced numerous challenges, including logistical difficulties, political issues, and the loss of many troops. His journey was further complicated by his tragic drowning in the Saleph River in 1190, which prevented him from reaching Jerusalem at all. Ultimately, his delayed progress and the obstacles encountered extended his time en route significantly.

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