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The wiggly tree is actually Sudowoodo. You need to get the badge in Goldenrod City. Then you go to the Flower Shop (next to the gym) and get squirtbottle. Use the squirtbottle on Sudowoodo and it will attack you. Defeat it or catch it and you will be able to get past.

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Q: How do you break the wiggly tree in Pokemon Crystal?
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