If the baby octopus hasn’t been cleaned, remove the beaks and ink sacs, then pat them dry.
Heat the olive oil in a heavy-based pan over a medium–high heat. Sear the octopus for 2–3 minutes on each side, until lightly browned. Transfer to a plate.
Reduce the heat to medium and add the garlic and chilli flakes. Fry for about 1 minute, until fragrant.
Pour in the white wine, scraping up any brown bits, and simmer for 1 minute. Stir in the chopped tomatoes, dried oregano, salt and black pepper, then bring back to a gentle simmer.
Return the octopus to the pan, cover with a lid, reduce the heat to low and simmer for 45–60 minutes, until tender.
Remove from the heat and stir in the parsley and lemon juice. Season to taste and serve warm.