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Olivine City
As Soon As you Enter the city you will go past the gym where your rival will come out and tell you that the gym leader is missing. So you might aswell do some sight seeing and get some stuff whilst you're here HM04, Strength Is In This Town. Go into the house next to the Pokémon Center and speak to the person sat at the table there. He will give you the HM. Teach it to someone. You will need it to progress past the Cianwood Gym. Right above the PokéCenter is a house with a Fishing Guru inside. Talk to him and answer yes to his question and you'll get a Good Rod. On Mondays look for Monica in Olivine City. Talk to her and she'll give you Sharp Beak. When attached to a Pokémon it'll raise the power of Flying Attacks.
Just to the West of Olivine City in Crystal is the Battle Tower. If you have Pokémon of a particular level or just below (10, 20, 30 etc.). There are some really tough opponents in there with random pkmn so have your team trained well. If you do win, you get five of a certain item like Protein or Calcium.
Next head to the Lighthouse that is southeast in the town. Scale to the top battling trainers and you'll find Jasmine. She'll ask that you get some medicine for her sick Pokémon from a pharmacy in Cianwood. So you should head there. Afterall there is another gym there
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