Tro11z explained it all, pretty much.
I was "scared" to go to jhoto too, you know, losing all your pokes, starting again, it scared me. But you really shouldn't be anxious to go there, you'll have to do it sooner or later, and you'll get all your things back eventually.
What i suggest you is: finish the kanto region up completely, which means, go Love Island if you've never been, go Sevii Islands, finish all the quest line, it'll be fun. Then go digging for the last time, sell items to the Item Maniac to get money, get all your items back from your pokemons and then go Jhoto. (you can also get TMs you need before going, as Tro11z said).
Wish you luck :Grin: